2-Methylbenzoyl chloride → HCID 178424295, compound

HRID 2286339Notes

Reaction equation

HRID 2286339 reaction equation
C(SC1SC2=NC(C3C=CC=CC=3)=CN2N=1)C1C=CC=CC=1.[NH2:23][N:24]1[CH:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:26]=[C:25]1[SH:35].[CH3:36][C:37]1[CH:45]=[CH:44][CH:43]=[CH:42][C:38]=1[C:39](Cl)=[O:40]>>[CH3:36][C:37]1[CH:45]=[CH:44][CH:43]=[CH:42][C:38]=1[C:39]([NH:23][N:24]1[CH:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:26]=[C:25]1[SH:35])=[O:40]

Participants

4

Reactant 3

HCID 702762-Methylbenzoyl chlorideHCID 561978HCID 561978, compoundHCID 178514253HCID 178514253, compound

Product 1

HCID 178424295HCID 178424295, compound

Procedure

4.4 g of 1-(2-methylbenzoylamino)-2-mercapto-4-phenylimidazole (obtained by hydrazinolysis of 2-benzylmercapto-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazole and subsequent acylation of the 1-amino-2-mercapto-4-phenyl-imidazole with 2-methylbenzoyl chloride), melting point 268°-270° C., were heated to the boil in 30 ml of POCl3 for 20 minutes. The mixture is cooled and mixed with ice and the product is filtered off and then recrystallised from alcohol. 2.6 g, corresponding to 67% of theory, of colourless crystals of melting point 159°-160° C. are obtained.

Sources & evidence

ORD record
ord-573f6f5b488d4b0f9e54a63da5bc4889
Source dataset
uspto-grants-1981_05
Patent number
US04265898

Reaction notes

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