Chloroform → 2-Methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrile

HRID 904531Notes

Reaction equation

HRID 904531 reaction equation
[CH3:1][C:2]1[S:18][C:5]2[N:6]=[C:7]3[CH:14]=[CH:13][C:12]([C:15]([NH2:17])=O)=[CH:11][N:8]3[C:9](=[O:10])[C:4]=2[CH:3]=1.C(Cl)(Cl)Cl>P(Cl)(Cl)(Cl)=O>[CH3:1][C:2]1[S:18][C:5]2[N:6]=[C:7]3[CH:14]=[CH:13][C:12]([C:15]#[N:17])=[CH:11][N:8]3[C:9](=[O:10])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 6212ChloroformHCID 12862362HCID 12862362, compound

Product 1

HCID 128623692-Methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrile

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

2-Methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyridimine-7-carboxamide (Example 21), 2.6 g (0.010 mol), in 30 ml of phosphorus oxychloride and 30 ml of chloroform is refluxed on a steam bath for three hours. The chloroform and excess phosphorus oxychloride are evaporated in vacuo and the residue is treated with 200 ml of ice water. The resulting precipitate is filtered to give 2.1 g of 2-methyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrile; mp 256°-258° C. after recrystallization from glacial acetic acid.

Workup

  1. customThe chloroform and excess phosphorus oxychloride are evaporated in vacuo
  2. additionthe residue is treated with 200 ml of ice water
  3. filtrationThe resulting precipitate is filtered

Sources & evidence

ORD record
ord-e7bc5fe74b9944c383586adc85ebcd65
Source dataset
uspto-grants-1980_10
Patent number
US04230707

Reaction notes

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