Water → 2-Phenyl-6-phenylmercaptoanthrapyrimidine

HRID 1414219Notes

Reaction equation

HRID 1414219 reaction equation
[OH-].[K+].O.[C:4]1([SH:10])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:11]1([N:17]2[CH2:22][C:21]3[C:23]4[C:32]([C:33](Cl)=[CH:34][C:20]=3[N:19]=[CH:18]2)=[CH:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=4)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CN(C)C=O>[C:11]1([N:17]2[CH2:22][C:21]3[C:23]4[C:32]([C:33]([S:10][C:4]5[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=5)=[CH:34][C:20]=3[N:19]=[CH:18]2)=[CH:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=4)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7969ThiophenolHCID 14797Potassium HydroxideHCID 867343472-Phenyl-6-chloroanthrapyrimidine

Product 1

HCID 867343462-Phenyl-6-phenylmercaptoanthrapyrimidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 40 parts of potassium hydroxide in 60 parts of water is added to a solution of 66 parts of thiophenol in 1,000 parts of dimethylformamide and 171 parts of 2-phenyl-6-chloroanthrapyrimidine are then introduced. The mixture is stirred for 16 hours at room temperature and afterwards for a further hour at 50°-60°C. After cooling to room temperature, the colorant, which has precipitated in orange crystalline platelets, is filtered off, washed with DMF and alcohol and dried at 80°-90°C in vacuo. 194 parts (93.2% of theory) are obtained of 2-phenyl-6-phenylmercaptoanthrapyrimidine, which dyes polyester in bulk in fast, yellow shades.

Workup

  1. additionare then introduced
  2. temperatureAfter cooling to room temperature
  3. customthe colorant, which has precipitated in orange crystalline platelets
  4. filtrationis filtered off
  5. washwashed with DMF and alcohol
  6. customdried at 80°-90°C in vacuo

Sources & evidence

ORD record
ord-cc8097537b9346929bb23b7cc91c28e3
Source dataset
uspto-grants-1977_01
Patent number
US04001170

Reaction notes

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