HCID 4408645, compound → HCID 20313364, compound

HRID 2419501Notes

Reaction equation

HRID 2419501 reaction equation
[CH2:1]([S:3][C:4]([CH3:14])([CH3:13])[C:5]([CH2:7][C:8]([O:10]CC)=O)=[O:6])[CH3:2].[Cl:15][C:16]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:45])[CH:25]([O:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]([CH2:38][CH3:39])([CH3:37])[CH3:36])=[CH:31][C:30]=2[C:40]([CH2:43][CH3:44])([CH3:42])[CH3:41])[CH2:26][CH3:27])=[CH:19][C:17]=1[NH2:18]>>[Cl:15][C:16]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:45])[CH:25]([O:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]([CH2:38][CH3:39])([CH3:37])[CH3:36])=[CH:31][C:30]=2[C:40]([CH2:43][CH3:44])([CH3:42])[CH3:41])[CH2:26][CH3:27])=[CH:19][C:17]=1[NH:18][C:8](=[O:10])[CH2:7][C:5](=[O:6])[C:4]([S:3][CH2:1][CH3:2])([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 4408645HCID 4408645, compoundHCID 53934448HCID 53934448, compound

Product 1

HCID 20313364HCID 20313364, compoundYield 83%

Procedure

A mixture of 21.8 g of ethyl (2-ethylthio-2-methylpropionyl)acetate obtained in Step 1 above and 44.5 g of 2-chloro-5-[2-(2,4-di-tert-amylphenoxy)butyramido]aniline was stirred in an oil bath at 150° C for 3 hours under a reduced pressure of 50 to 100 mmHg. The reaction mixture was recrystallized from ligroin to yield 51 g (yield 83%) of Coupler (1) having a melting point of 65° to 68° C.

Workup

  1. customThe reaction mixture was recrystallized from ligroin

Sources & evidence

ORD record
ord-c00ce0c535f74fedbe6eae57382e5606
Source dataset
uspto-grants-1978_08
Patent number
US04106942

Reaction notes

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