Water → HCID 178522699, compound

HRID 1980473Notes

Reaction equation

HRID 1980473 reaction equation
[O:1]=[C:2]1[N:7]2[C:8]3[C:13]([N:14]=[CH:15][C:6]2=[N:5][CH:4]=[C:3]1[C:16]([OH:18])=O)=[CH:12][CH:11]=[CH:10][CH:9]=3.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:31][C:32]1[NH:36][N:35]=[N:34][N:33]=1.O>CN(C)C=O>[NH:33]1[C:32]([NH:31][C:16]([C:3]2[C:2](=[O:1])[N:7]3[C:8]4[C:13]([N:14]=[CH:15][C:6]3=[N:5][CH:4]=2)=[CH:12][CH:11]=[CH:10][CH:9]=4)=[O:18])=[N:36][N:35]=[N:34]1

Participants

6

Reactant 4

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 13190166HCID 13190166, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178522699HCID 178522699, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 250 mg of 1-oxo-1H-pyrimido[1,2-a]quinoxaline-2-carboxylic acid and 200 mg of carbonyldiimidazole in 5 ml of dry dimethylformamide was heated over a steam bath for 15 minutes and then 100 mg of 5-aminotetrazole were added thereto. The mixture obtained was heated over a steam bath for another 30 minutes and was then poured into water and left at room temperature for 1 hour. The solid obtained was filtered off, was washed with water and ether and dried to obtain 240 mg (61% yield) of N-(5-tetrazolyl)-1-oxo-1H-pyrimido[1,2-a]quinoxaline-2-carboxamide melting above 300°.

Workup

  1. temperaturewas heated over a steam bath for 15 minutes
  2. customThe mixture obtained
  3. temperaturewas heated over a steam bath for another 30 minutes
  4. customThe solid obtained
  5. filtrationwas filtered off
  6. washwas washed with water and ether
  7. customdried

Sources & evidence

ORD record
ord-ba3f7cf67fa942e4bece0cdbdec6405a
Source dataset
uspto-grants-1985_04
Patent number
US04510143

Reaction notes

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