2-Bromo-4-methylaniline → 4-Methyl-2-thiazol-2-yl-phenylamine

HRID 1445434Notes

Reaction equation

HRID 1445434 reaction equation
C([Sn](CCCC)(CCCC)[C:6]1[S:7][CH:8]=[CH:9][N:10]=1)CCC.Br[C:20]1[CH:26]=[C:25]([CH3:27])[CH:24]=[CH:23][C:21]=1[NH2:22]>>[CH3:27][C:25]1[CH:24]=[CH:23][C:21]([NH2:22])=[C:20]([C:6]2[S:7][CH:8]=[CH:9][N:10]=2)[CH:26]=1

Participants

3

Reactant 2

HCID 114222-Bromo-4-methylanilineHCID 27632592-(Tributylstannyl)-1,3-thiazole

Product 1

HCID 137183834-Methyl-2-thiazol-2-yl-phenylamineYield 8%

Procedure

2-Tributylstannanyl-thiazole (600 mg, 1.6 mmol) was reacted with 2-bromo-4-methylaniline (220 mg, 1.2 mmol) according to general procedure [B] for the preparation of substituted anilines described above, which gave the title compound (17 mg, 8%). [M+1] 191.

Sources & evidence

ORD record
ord-14897ca97dd448559d8ec2f143349f47
Source dataset
uspto-grants-2010_02
Patent number
US07666834B2

Reaction notes

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