Thionyl Chloride → HCID 12953071, compound

HRID 904570Notes

Reaction equation

HRID 904570 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.S(Cl)([Cl:20])=O>CN(C)C=O>[ClH:20].[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

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12953069HCID 12953069, compound

Product 1

HCID 12953071HCID 12953071, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 10-oxo-10H-pyrido[1,2-a]thieno[3,4-d]pyrimidine-7-carboxamide (0.3 g., 0.0012 mol) and thionyl chloride (0.18 ml, 0.0025 mol) in dimethylformamide (5 ml) is heated at 70° C. under nitrogen 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 dimethylformamide gives a crystalline product (0.15 g.), mp 294° C. (dec).

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 dimethylformamide
  6. customgives a crystalline product (0.15 g.), mp 294° C. (dec)

Sources & evidence

ORD record
ord-38d019b451e347a2b76756ecb7707f09
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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