methyl chloride; Monochloromethane; Artic; Chloromethane -Drug Synthesis Database

【结构式】

【分子编号】51798

【品名】methyl chloride; Monochloromethane; Artic; Chloromethane

【CA登记号】74-87-3

【分子式】CH₃Cl

【分子量】50.48752

【元素组成】C 23.79% H 5.99% Cl 70.22%

与该中间体有关的原料药合成路线共 4 条

合成路线1 合成路线2 合成路线3 合成路线4

合成路线1

该中间体在本合成路线中的序号：(IV)

When 4-phenyl-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-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of the compound (III) with methyl chloride (IV) in alkaline medium afforded the required 2-(methylthio)-6-benzyl-3,4-dihydro-4-oxopyrimidine

参考文献中间体

合成目标

【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)	51791	methyl (Z)-3-hydroxy-4-phenyl-2-butenoate		C₁₁H₁₂O₃	详情	详情
(II)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(III)	51793	6-benzyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone		C₁₁H₁₀N₂OS	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：(IV)

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

参考文献中间体

合成目标

【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3

该中间体在本合成路线中的序号：(IV)

When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with methyl chloride (IV) in alkaline medium afforded the required 2-(methylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine

参考文献中间体

合成目标

【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)	51789	methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate		C₁₂H₁₄O₃	详情	详情
(II)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(III)	51800	6-benzyl-5-methyl-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4

该中间体在本合成路线中的序号：(IV)

When 2-methyl-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 5-methyl-3,4-dihydro-6-(3-methylbenzyl)-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with methyl chloride (IV) in alkaline medium afforded the required 2-(sec-methylthio)-5-methyl-6-(3-methylbenzyl)-3,4-dihydro-4-oxopyrimidine

参考文献中间体

合成目标

【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)	51785	methyl (Z)-3-hydroxy-2-methyl-4-(3-methylphenyl)-2-butenoate		C₁₃H₁₆O₃	详情	详情
(II)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(III)	51799	5-methyl-6-(3-methylbenzyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone		C₁₃H₁₄N₂OS	详情	详情
(IV)	51798	methyl chloride; Monochloromethane; Artic; Chloromethane	74-87-3	CH₃Cl	详情	详情

Extended Information