Dimethylformamide → HCID 23316291, compound

HRID 1982498Notes

Reaction equation

[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9](Cl)[CH:10]=[CH:11][C:12]=3Cl)[C:7](=[O:19])[C:6]=2[C:5](Cl)=[CH:4][C:3]=1[C:21]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.[CH3:41][C:42]1[CH:47]=[CH:46][C:45]([SH:48])=[CH:44][CH:43]=1>O>[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([S:48][C:45]4[CH:46]=[CH:47][C:42]([CH3:41])=[CH:43][CH:44]=4)[CH:10]=[CH:11][C:12]=3[S:48][C:45]3[CH:46]=[CH:47][C:42]([CH3:41])=[CH:43][CH:44]=3)[C:7](=[O:19])[C:6]=2[C:5]([S:48][C:45]2[CH:46]=[CH:47][C:42]([CH3:41])=[CH:43][CH:44]=2)=[CH:4][C:3]=1[C:21]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22]

Participants

Conditions

Temperature: 80 °C

Procedure

4.5 g of phenyl 1-amino-4,5,8-trichloroanthraquinone-2-carboxylate and 2 g of anhydrous potassium carbonate are introduced into 100 cc of dimethylformamide, 4 g of 4-methylthiophenol are added, and the mixture is then heated to 80° C. under a gentle stream of nitrogen and is kept at this temperature until the reaction is complete. The reaction mixture is then diluted at 40° C. with 40 cc of water, is allowed to cool completely and is filtered with suction, and the product is washed with a mixture of dimethylformamide and water and then with water. After drying at 60° C., 4.8 g of phenyl 1-amino-4,5,8-tri-(4-methylphenylmercapto)-anthraquinone-2-carboxylate are obtained, corresponding to a yield of 67% of theory.

Workup

additionare added
temperatureto cool completely
filtrationis filtered with suction
washthe product is washed with a mixture of dimethylformamide and water
customAfter drying at 60° C.

Sources & evidence

ORD record: ord-ffe36f977f9b421da193c4de6bce4cd9
Source dataset: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04596666

Reaction notes

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