HCID 4408645, compound → HCID 20313392, compound

HRID 2419510Notes

Reaction equation

HRID 2419510 reaction equation
[C:1]1([S:7][C:8]([CH3:18])([CH3:17])[C:9]([CH2:11][C:12]([O:14]CC)=O)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:19][C:20]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:49])[CH:29]([O:32][C:33]2[CH:38]=[CH:37][C:36]([C:39]([CH2:42][CH3:43])([CH3:41])[CH3:40])=[CH:35][C:34]=2[C:44]([CH2:47][CH3:48])([CH3:46])[CH3:45])[CH2:30][CH3:31])=[CH:23][C:21]=1[NH2:22]>>[Cl:19][C:20]1[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:49])[CH:29]([O:32][C:33]2[CH:38]=[CH:37][C:36]([C:39]([CH2:42][CH3:43])([CH3:41])[CH3:40])=[CH:35][C:34]=2[C:44]([CH2:47][CH3:48])([CH3:46])[CH3:45])[CH2:30][CH3:31])=[CH:23][C:21]=1[NH:22][C:12](=[O:14])[CH2:11][C:9](=[O:10])[C:8]([S:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 4408645HCID 4408645, compoundHCID 54462273HCID 54462273, compound

Product 1

HCID 20313392HCID 20313392, compoundYield 75%

Conditions

Temperature
150 °C

Procedure

A mixture of 5.2 g of ethyl (2-phenylthio-2-methylpropionyl)acetate obtained in Step 1 of Synthesis Example 8 and 8.8 g of 2-chloro-5-[2-(2,4-di-tert-amylphenoxy)butyramido]aniline was stirred in an oil bath at 150° C for three hours under a reduced pressure of 15 to 20 mmHg. The reaction mixture was recrystallized from n-hexane to obtain 9.8 g (yield 75%) of Coupler (17) having a melting point of 73° to 75° C.

Workup

  1. customThe reaction mixture was recrystallized from n-hexane

Sources & evidence

ORD record
ord-a3d2e6da24af4f4895cd7e31bd98cc18
Source dataset
uspto-grants-1978_08
Patent number
US04106942

Reaction notes

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