Hydrochloric Acid → HCID 178422273, compound

HRID 904550Notes

Reaction equation

HRID 904550 reaction equation
[CH3:1][C:2]1[S:10][C:9]2[C:8](=[O:11])[N:7]3[CH:12]=[C:13]([C:16]#[N:17])[CH:14]=[CH:15][C:6]3=[N:5][C:4]=2[CH:3]=1.[N-:18]=[N+:19]=[N-:20].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[CH3:1][C:2]1[S:10][C:9]2[C:8](=[O:11])[N:7]3[CH:12]=[C:13]([C:16]4[NH:20][N:19]=[N:18][N:17]=4)[CH:14]=[CH:15][C:6]3=[N:5][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 129530552-methyl-10-oxo-10H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carbonitrile

Product 1

HCID 178422273HCID 178422273, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 0.21 g (0.00087 mol) of 2-methyl-10-oxo-10H-pyrido[1,2-a]thieno[3,2-d]pyrimidine-7-carbonitrile (Example 45), 0.2 g (0.0031 mol) of sodium azide and 0.166 g (0.0031 mol) of ammonium chloride in 50 ml of dimethylformamide is stirred and heated to 100° C. for twenty-four hours. The reaction mixture is cooled, poured into 900 ml of ice water and acidified with concentrated hydrochloric acid. The resulting precipitate is filtered to give 0.2 g of 2-methyl-7-(1H-tetrazol-5-yl)-10H-pyrido[1,2-a]thieno[3,2-d]pyrimidin-10-one; mp 321°-325° C. (dec) after recrystallization from pyridine.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe resulting precipitate is filtered

Sources & evidence

ORD record
ord-cc20a00f5300475fb04ce9993abcb458
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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