4-(Methylthio)aniline → N-(4-difluoromethoxybenzylidene)-4-methylthioaniline

HRID 1415754Notes

Reaction equation

HRID 1415754 reaction equation
[F:1][CH:2]([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1.[CH3:13][S:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1>>[F:1][CH:2]([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[N:19][C:18]2[CH:20]=[CH:21][C:15]([S:14][CH3:13])=[CH:16][CH:17]=2)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 660384-(Methylthio)anilineHCID 2736986p-(Difluoromethoxy)benzaldehyde

Product 1

HCID 21862828N-(4-difluoromethoxybenzylidene)-4-methylthioanilineYield 91%

Procedure

Following a procedure similar to that described in Example 1(i), but using 4-difluoromethoxybenzaldehyde and 4-methylthioaniline as starting materials, N-(4-difluoromethoxybenzylidene)-4-methylthioaniline was obtained in a yield of 91%. This aniline compound and trimethylsilyl cyanide were then reacted together in a similar manner to that described in Example 1(ii), to give the title compound as a slightly yellow powder (yield 80%).

Sources & evidence

ORD record
ord-2d28ebaee7cb45a5ab83f6f87a68c514
Source dataset
uspto-grants-1999_06
Patent number
US05908858

Reaction notes

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