2-Methoxyaniline → HCID 20313378, compound

HRID 2419507Notes

Reaction equation

HRID 2419507 reaction equation
[CH2:1]([S:19][C:20]([CH3:30])([CH3:29])[C:21]([CH2:23][C:24]([O:26]CC)=O)=[O:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH3:31][O:32][C:33]1[C:34]([NH2:39])=[CH:35][CH:36]=[CH:37][CH:38]=1>>[CH3:31][O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[NH:39][C:24](=[O:26])[CH2:23][C:21](=[O:22])[C:20]([S:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])([CH3:29])[CH3:30]

Participants

3

Reactant 2

HCID 70002-MethoxyanilineHCID 54014366HCID 54014366, compound

Product 1

HCID 20313378HCID 20313378, compoundYield 83%

Procedure

A mixture of 8.0 g of ethyl (2-n-octadecylthio-2-methylpropionyl)acetate obtained in Step 1 above and 3.2 g of o-anisidine was stirred in an oil bath at 140° C for 3 hours under a reduced pressure of 60 mmHg, and then the excess o-anisidine was removed under a reduced pressure of 1mmHg. The reaction mixture was recrystallized from ethanol to obtain 7.9 g (yield 83%) of Coupler (4) having a melting point of 59° to 61° C.

Workup

  1. customthe excess o-anisidine was removed under a reduced pressure of 1mmHg
  2. customThe reaction mixture was recrystallized from ethanol

Sources & evidence

ORD record
ord-4754c868a9e84d1e8b1f1d481b7d4fd7
Source dataset
uspto-grants-1978_08
Patent number
US04106942

Reaction notes

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