Hydrochloric Acid → HCID 178515286, compound

HRID 1155917Notes

Reaction equation

HRID 1155917 reaction equation
[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]2=[N:5][C:4]2[CH:14]=[CH:15][S:16][C:3]1=2.[N-:17]=[N+:18]=[N-:19].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[NH:17]1[C:12]([C:9]2[CH:10]=[CH:11][C:6]3[N:7]([CH:8]=2)[C:2](=[O:1])[C:3]2[S:16][CH:15]=[CH:14][C:4]=2[N:5]=3)=[N:13][N:19]=[N:18]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12953059HCID 12953059, compound

Product 1

HCID 178515286HCID 178515286, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 10-oxo-10H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carbonitrile (0.6 g., 0.0026 mol), sodium azide (0.56 g., 0.0086 mol) and ammonium chloride (0.46 g., 0.0036 mol) in dimethylformamide (75 ml) is heated at 100°-105° C. for 18 hours under nitrogen. The reaction mixture is cooled, poured into ice water (700 ml) and acidified with concentrated hydrochloric acid (1 ml). The precipitate is filtered off, washed with water, with acetone and dried. Recrystallization from dimethylformamide gives a crystalline product (0.39 g.) mp 300° C. (dec).

Workup

  1. temperatureis heated at 100°-105° C. for 18 hours under nitrogen
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitate is filtered off
  4. washwashed with water, with acetone
  5. customdried
  6. customRecrystallization from dimethylformamide
  7. customgives a crystalline product (0.39 g.) mp 300° C. (dec)

Sources & evidence

ORD record
ord-71cb90a0f0d24836a0cde8dc5cc46c91
Source dataset
uspto-grants-1982_06
Patent number
US04332947

Reaction notes

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