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【结 构 式】 
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【分子编号】52213 【品名】N-cyano-N'-isopropylguanidine 【CA登记号】 |
【 分 子 式 】C5H10N4 【 分 子 量 】126.16136 【元素组成】C 47.6% H 7.99% N 44.41% |
合成路线1
该中间体在本合成路线中的序号：(VII)The reaction of 3,4-dichlorophenol (I) with 1,3-dibromopropane (II) by means of NaOH and tetrabutylammonium hydrogensulfate gives the corresponding phenol ether (III), which is condensed with N-acetylhydroxylamine (IV) by means of NaOH or KOH in an alcoholic solvent to yield the O-substituted acetylhydroxylamine (V). The hydrolysis of (V) with HCl in methanol affords the free O-substituted hydroxylamine (VI), which is finally condensed with N1-cyano-N3-isopropylguanidine (VII) in hot ethyl acetate. The intermediate N1-cyano-N3-isopropylguanidine (VII) has been obtained by reaction of sodium dicyanamide (VIII) with isopropylamine (IX) and HCl in a hot alcoholic solvent.
| 【1】 Jensen, N.P.; et al.; Phenoxypropoxybiguanides, prodrugs of DHFR-inhibiting diaminotriazine antimalarials. J Med Chem 2001, 44, 23, 3925. |
| 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) | 34044 | 3,4-Dichlorophenol | 95-77-2 | C6H4Cl2O | 详情 | 详情 |
| (II) | 12581 | 1,3-Dibromopropane | 109-64-8 | C3H6Br2 | 详情 | 详情 |
| (III) | 52210 | 3-bromopropyl 3,4-dichlorophenyl ether; 4-(3-bromopropoxy)-1,2-dichlorobenzene | C9H9BrCl2O | 详情 | 详情 | |
| (IV) | 23102 | N-hydroxyacetamide | 546-88-3 | C2H5NO2 | 详情 | 详情 |
| (V) | 52211 | N-[3-(3,4-dichlorophenoxy)propoxy]acetamide | C11H13Cl2NO3 | 详情 | 详情 | |
| (VI) | 52212 | 4-[3-(aminooxy)propoxy]-1,2-dichlorobenzene; O-[3-(3,4-dichlorophenoxy)propyl]hydroxylamine | C9H11Cl2NO2 | 详情 | 详情 | |
| (VII) | 52213 | N-cyano-N'-isopropylguanidine | C5H10N4 | 详情 | 详情 | |
| (VIII) | 52214 | C2N3Na | 详情 | 详情 | ||
| (IX) | 23933 | 2-Propanamine; Isopropylamine | 75-31-0 | C3H9N | 详情 | 详情 |