3-Chloro-4-methylaniline → HCID 21399924, compound

HRID 1076186Notes

Reaction equation

HRID 1076186 reaction equation
Br[CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:10])=[O:9])[C:3]1=O.[Cl:12][C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][C:19]=1[CH3:20])[NH2:16]>>[Cl:12][C:13]1[CH:14]=[C:15]2[C:17]([C:2]3[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:10])=[O:9])[C:3]=3[NH:16]2)=[CH:18][C:19]=1[CH3:20]

Participants

3

Reactant 2

HCID 72553-Chloro-4-methylanilineHCID 20313734HCID 20313734, compound

Product 1

HCID 21399924HCID 21399924, compound

Procedure

Under the conditions of Example 7(a), 10 g. of the ethyl ester of 3-bromo-2-oxocyclohexanecarboxylic acid is reacted with 3-chloro-4-methylaniline to obtain the ethyl ester of 7-chloro-6-methyl-1,2,3,4-tetrahydrocarbazole-1-carboxylic acid and the ethyl ester of 5-chloro-6-methyl-1,2,3,4-tetrahydrocarbazole-1-carboxylic acid, which are separated by chromatography.

Sources & evidence

ORD record
ord-897fe74263be4076803ab73b4ff4df3f
Source dataset
uspto-grants-1976_05
Patent number
US03956295

Reaction notes

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