Pyridine → HCID 12953059, compound

HRID 1155916Notes

Reaction equation

HRID 1155916 reaction equation
[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([C:12]([NH2:14])=O)[CH:10]=[CH:11][C:6]2=[N:5][C:4]2[CH:15]=[CH:16][S:17][C:3]1=2.C1(C)C=CC(S(Cl)(=O)=O)=CC=1.N1C=CC=CC=1>CN(C)C=O.O>[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([C:12]#[N:14])[CH:10]=[CH:11][C:6]2=[N:5][C:4]2[CH:15]=[CH:16][S:17][C:3]1=2

Participants

6

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 2813354HCID 2813354, compound

Product 1

HCID 12953059HCID 12953059, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 10-oxo-10H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carboxamide (1.4 g, 0.006 mol), p-toluenesulfonyl chloride (1.6 g, 0.008 mol), and pyridine (1.4 ml, 0.017 mol) in dimethylformamide (10 ml) is heated at 95° C. for 75 minutes. The mixture is cooled, diluted with water (5 ml) and stirred. The precipitate is filtered, washed with water, with ethanol and dried. Recrystallization from dimethylformamide gives the product (0.8 g.), mp 263°-264° C. (dec).

Workup

  1. temperatureThe mixture is cooled
  2. filtrationThe precipitate is filtered
  3. washwashed with water, with ethanol
  4. customdried
  5. customRecrystallization from dimethylformamide
  6. customgives the product (0.8 g.), mp 263°-264° C. (dec)

Sources & evidence

ORD record
ord-209af8dcbeaa43e19bb320a17b0ba5d8
Source dataset
uspto-grants-1982_06
Patent number
US04332947

Reaction notes

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