Pyridine → HCID 12953048, compound

HRID 904584Notes

Reaction equation

HRID 904584 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-34cf57d675a04dcfa563775f65bddfdc
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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