2,4-Dichloro-1-isothiocyanatobenzene → HCID 68446627, compound

HRID 1163378Notes

Reaction equation

HRID 1163378 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=S.[NH2:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=1[NH2:23])[C:16]([O:18][CH3:19])=[O:17]>>[CH3:19][O:18][C:16]([C:15]1[CH:20]=[CH:21][C:22]2[N:23]=[C:10]([NH:9][C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])[NH:12][C:13]=2[CH:14]=1)=[O:17]

Participants

3

Reactant 2

HCID 810662,4-Dichloro-1-isothiocyanatobenzeneHCID 1355243,5-Diamino-2-methylbenzoic acid

Product 1

HCID 68446627HCID 68446627, compound

Procedure

2,4-Dichloro-1-isothiocyanatobenzene (5 mmol) and methyl 3,4-diaminobenzoate (5 mmol) were reacted, following general procedure B, to yield 2-(2,4-dichlorophenylamino)-3H-benzimidazole-5-carboxylic acid methyl ester, which was purified by silica gel chromatography using DCM/ethyl acetate as eluent.

Sources & evidence

ORD record
ord-6463e261c66f4f0ea20373c484cc0abc
Source dataset
uspto-grants-2010_10
Patent number
US07820821B2

Reaction notes

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