Hydrochloric Acid → HCID 178515154, compound

HRID 904585Notes

Reaction equation

HRID 904585 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[CH2:14][CH2:15][S:16][C:3]1=2.[N-:17]=[N+:18]=[N-:19].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([C:12]3[NH:19][N:18]=[N:17][N:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][C:4]2[CH2:14][CH2:15][S:16][C:3]1=2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12953048HCID 12953048, compound

Product 1

HCID 178515154HCID 178515154, compound

Reagents, catalysts & solvents 1

HCID 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-carbonitrile (0.8 g., 0.003 mol), sodium azide (0.8 g., 0.012 mol) and ammonium chloride (0.07 g., 0.013 mol) in dimethylformamide (100 ml) is heated under nitrogen at 100° C. for 18 hours. The reaction mixture is cooled, poured into ice-water (750 ml), acidified with concentrated hydrochloric acid and stirred for one hour. The precipitate is filtered, washed with water and with acetone. Recrystallization from dimethylformamide gives a crystalline product (0.63 g.), mp 297° C. (dec).

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe precipitate is filtered
  3. washwashed with water and with acetone
  4. customRecrystallization from dimethylformamide
  5. customgives a crystalline product (0.63 g.), mp 297° C. (dec)

Sources & evidence

ORD record
ord-69c969e0c8084d2e8a565671f634a6b8
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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