Hydrochloric Acid → HCID 178435417, compound

HRID 904538Notes

Reaction equation

HRID 904538 reaction equation
[CH2:1]([C:3]1[S:18][C:6]2[N:7]=[C:8]3[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][N:9]3[C:10](=[O:11])[C:5]=2[CH:4]=1)[CH3:2].[N-:19]=[N+:20]=[N-:21].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[CH2:1]([C:3]1[S:18][C:6]2[N:7]=[C:8]3[CH:15]=[CH:14][C:13]([C:16]4[NH:21][N:20]=[N:19][N:17]=4)=[CH:12][N:9]3[C:10](=[O:11])[C:5]=2[CH:4]=1)[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12862370HCID 12862370, compound

Product 1

HCID 178435417HCID 178435417, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 0.65 g (0.0026 mol) of 2-ethyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrile (Example 28), 0.56 g (0.0086 mol) of sodium azide and 0.51 g (0.0095 mol) of ammonium chloride in 80 ml of dimethylformamide is heated at 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 of 2-ethyl-7-(1-Htetrazol-5-yl)-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidin-4-one, 0.2 g, is collected; mp 293°-295° C. (dec) after recrystallization from pyridine.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customThe resulting precipitate of 2-ethyl-7-(1-Htetrazol-5-yl)-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidin-4-one, 0.2 g, is collected
  3. custommp 293°-295° C. (dec) after recrystallization from pyridine

Sources & evidence

ORD record
ord-5b5bc63995594317875f8ec491bb2ad7
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

Loading…