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【结 构 式】 
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【分子编号】51801 【品名】6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone 【CA登记号】 |
【 分 子 式 】C12H12N2OS 【 分 子 量 】232.30616 【元素组成】C 62.04% H 5.21% N 12.06% O 6.89% S 13.8% |
合成路线1
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with methyl chloride (IV) in alkaline medium afforded the required 2-(methylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 51798 | methyl chloride; Monochloromethane; Artic; Chloromethane | 74-87-3 | CH3Cl | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with isopropyl chloride (IV) in alkaline medium afforded the required 2-(isopropylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
合成路线3
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with isobutyl chloride (IV) in alkaline medium afforded the required 2-(isobutylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 13624 | 1-Chloro-2-methylpropane; Isobutyl chloride | 513-36-0 | C4H9Cl | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with sec-butyl chloride (IV) in alkaline medium afforded the required 2-(sec-butylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 51797 | 1-methylpropyl chloride; 2-Chlorobutane; 1-Chloro-1-methylpropane; Sec-Butyl Chloride | 78-86-4 | C4H9Cl | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with ciclopentyl chloride (IV) in alkaline medium afforded the required 2-(ciclopentylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 51794 | 1-Chlorocyclopentane; Chlorocyclopentane; cyclopentyl chloride | 930-28-9 | C5H9Cl | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with cyclohexyl chloride (IV) in alkaline medium afforded the required 2-(cyclohexylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 51795 | chlorocyclohexane; Hexahydrochlorobenzene; Cyclohexyl chloride | 542-18-7 | C6H11Cl | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with allyl chloride (IV) in alkaline medium afforded the required 2-(allylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 13235 | Allyl chloride; 3-Chloro-1-propene | 107-05-1 | C3H5Cl | 详情 | 详情 |
合成路线8
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with 1-chloro-but-2-ene (IV) in alkaline medium afforded the required 2-but-2-enylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
合成路线9
该中间体在本合成路线中的序号：(III)When 4-(3-methylphenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with 1-chloro-3-methyl-but-2-ene (IV) in alkaline medium afforded the required 2-(3-methyl-but-2-enylthio)-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51787 | methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate | C12H14O3 | 详情 | 详情 | |
| (II) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (III) | 51801 | 6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone | C12H12N2OS | 详情 | 详情 | |
| (IV) | 51796 | Prenyl Chloride; 1-Chloro-3-methyl-2-butene | 503-60-6 | C5H9Cl | 详情 | 详情 |