Pyridine → HCID 12953048, compound

HRID 1155932Notes

Reaction equation

HRID 1155932 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[CH2:15][CH2:16][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[CH2:15][CH2:16][S:17][C:3]1=2

Participants

6

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 12953047HCID 12953047, compound

Product 1

HCID 12953048HCID 12953048, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3,10-dihydro-10-oxo-1H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carboxamide(1.7 g., 0.007 mol),p-toluenesulfonyl chloride (2.0 g., 0.01 mol) and pyridine (1.7 ml, 0.021 mol) in dimethylformamide (30 ml) is heated at 100° C. under nitrogen for 40 minutes. The reaction mixture is cooled and diluted with water (15 ml). The resulting aqueous solution is stirred for one hour. The precipitate is filtered off, washed with water and sucked dry. Recrystallization from methanol gives the product (1.1 g.), mp 261°-263° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe precipitate is filtered off
  3. washwashed with water
  4. customsucked dry
  5. customRecrystallization from methanol
  6. customgives the product (1.1 g.), mp 261°-263° C.

Sources & evidence

ORD record
ord-fc1b9f5ebb1c44ac8b3e1031e84c4831
Source dataset
uspto-grants-1982_06
Patent number
US04332947

Reaction notes

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