Thionyl Chloride → HCID 12953044, compound

HRID 904581Notes

Reaction equation

HRID 904581 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][S:16][CH2:17][C:3]1=2.S(Cl)(Cl)=O>CN(C)C=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][S:16][CH2:17][C:3]1=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12953043HCID 12953043, compound

Product 1

HCID 12953044HCID 12953044, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 3,10-dihydro-10-oxo-1H-pyrido[1,2-a]thieno[3,4-d]pyrimidine-7-carboxamide (2.9 g., 0.012 mol) and thionyl chloride (1.5 ml) in dimethylformamide (30 ml) is heated at 70° C. for 4 hours. The reaction mixture is cooled in an ice bath. The product, which precipitates, is filtered off and washed with water. Recrystallization from methanol gives a crystalline product (1.6 g.), mp 256°-257° C.

Workup

  1. temperatureThe reaction mixture is cooled in an ice bath
  2. customThe product, which precipitates
  3. filtrationis filtered off
  4. washwashed with water
  5. customRecrystallization from methanol
  6. customgives a crystalline product (1.6 g.), mp 256°-257° C.

Sources & evidence

ORD record
ord-920cbe99958a4761b489cfb648f9d6fc
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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