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【结 构 式】

【分子编号】56862

【品名】2-(2,3-dichlorophenyl)-2-oxoacetonitrile

【CA登记号】

【 分 子 式 】C8H3Cl2NO

【 分 子 量 】200.02336

【元素组成】C 48.04% H 1.51% Cl 35.45% N 7% O 8%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(IV)

The reaction of 2,3-dichlorobenzoic acid (I) with oxalyl chloride in dichloromethane gives the acyl chloride (II), which is condensed with labeled copper cyanide (III) by means of KI in refluxing xylene to yield the 2,3-dichlorobenzoyl cyanide (IV). The condensation of (IV) with labeled aminoguanidine (V) by means of sulfuric acid in acetonitrile/water affords adduct (VI), which is finally cyclized by refluxing under the conditions of the preceding reaction to provide the target labeled diaminotriazine. The intermediate labeled copper cyanide (III) has been obtained by reaction of CuSO4 with labeled potassium cyanide (VII) and Na2S2O5 in hot water. The intermediate labeled aminoguanidine (V) has been obtained by methylation of thiourea (VIII) with dimethyl sulfate in boiling water to give S-methylisothiourea (IX), which is finally treated with hydrazine (X) and NaOH in water.

1 Manning, C.O.; et al.; Synthesis of stable isotopically labelled versions of lamotrigine and its methylated metabolite. J Label Compd Radiopharm 2002, 45, 7, 611.
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) 24007 2,3-dichlorobenzoic acid 50-45-3 C7H4Cl2O2 详情 详情
(II) 24008 2,3-dichlorobenzoyl chloride 2905-60-4 C7H3Cl3O 详情 详情
(III) 56856 Copper (I) cyanide; Cuprous cyanide 544-92-3 CCuN 详情 详情
(III) 56861 cyanocopper CCuN 详情 详情
(IV) 24009 2-(2,3-dichlorophenyl)-2-oxoacetonitrile; 2,3-Dichlorobenzoylcyanide 77668-42-9 C8H3Cl2NO 详情 详情
(IV) 56862 2-(2,3-dichlorophenyl)-2-oxoacetonitrile C8H3Cl2NO 详情 详情
(V) 56857   CH6N4 详情 详情
(V) 56866   CH6N4 详情 详情
(VI) 56858 1,2-dichloro-3-{cyano[(Z)-2-(diaminomethylene)hydrazono]methyl}benzene C9H7Cl2N5 详情 详情
(VI) 56867 1,2-dichloro-3-{cyano[(Z)-2-(diaminomethylene)hydrazono]methyl}benzene C9H7Cl2N5 详情 详情
(VII) 56859 Potassium cyanide 151-50-8 CKN 详情 详情
(VII) 56860 cyanopotassium CKN 详情 详情
(VIII) 10180 Thiourea 62-56-6 CH4N2S 详情 详情
(VIII) 56863 thiourea CH4N2S 详情 详情
(IX) 10272 [[Amino(imino)methyl]sulfanyl]methane 2986-19-8 C2H6N2S 详情 详情
(IX) 56864 {[amino(imino)methyl]sulfanyl}methane C2H6N2S 详情 详情
(X) 27344 hydrazine 302-01-2 H4N2 详情 详情
(X) 56865 hydrazine H4N2 详情 详情
Extended Information