Pyridine → HCID 12953070, compound

HRID 904563Notes

Reaction equation

HRID 904563 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][S:16][CH:17]=[C:3]12.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][S:16][CH:17]=[C:3]12

Participants

6

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 12953069HCID 12953069, compound

Product 1

HCID 12953070HCID 12953070, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 10-oxo-10H-pyrido[1,2-a]thieno[3,4-d]pyrimidine-7-carboxamide (3.8 g., 0.015 mol), p-toluenesulfonyl chloride (4.4 g., 0.023 mol) and pyridine (3.8 ml, 0.046 mol) in dimethylformamide (50 ml) is heated at 95° C. for 1 hour. The mixture is cooled, diluted with water (5 ml) and stirred. The precipitate is filtered, washed with water and dried. Recrystallization from 2-propanol gives golden crystals (2.5 g.) mp 233°-234° C.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationThe precipitate is filtered
  3. washwashed with water
  4. customdried
  5. customRecrystallization from 2-propanol
  6. customgives golden crystals (2.5 g.) mp 233°-234° C.

Sources & evidence

ORD record
ord-92b6969d84724a6fb1a1785993b63be0
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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