1,1'-Carbonyldiimidazole → HCID 178462853, compound

HRID 1156007Notes

Reaction equation

HRID 1156007 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[CH:13]=[C:14]([C:16]([OH:18])=O)[CH:15]=[C:5]2[C:4]1=[O:19])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[NH2:32][C:33]1[NH:37][N:36]=[N:35][N:34]=1>CN(C)C=O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[CH:13]=[C:14]([C:16]([NH:32][C:33]3[NH:37][N:36]=[N:35][N:34]=3)=[O:18])[CH:15]=[C:5]2[C:4]1=[O:19])[CH3:2]

Participants

5

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 14067578HCID 14067578, compoundHCID 178509299HCID 178509299, compound

Product 1

HCID 178462853HCID 178462853, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.2 g (4.7 mmole) of 4,5-dihydro-5-ethyl-4-oxo-pyrrolo-[1,2-a]-quinoxaline-2-carboxylic acid (prepared by the process of French application No. 2,387,230), 0.81 g (5.0 mmole) of carbonyldiimidazole and 25 ml of anhydrous dimethylformamide was stirred until a clear solution was obtained and 0.425 g (5.0 mmole) of anhydrous 5-amino-tetrazole were added thereto. The mixture was stirred at room temperature for 30 minutes and was then filtered. The recovered product was washed with ethyl acetate and dried over P2O5 under vacuum to obtain 1.4 g of 4,5-dihydro-5-ethyl-4-oxo-N-(1H-tetrazol-5-yl)-pyrrolo-[1,2-a]-quinoxaline-2-carboxamide in the form of white crystals melting at 315°-318° C.

Workup

  1. customprepared by the process of French application No
  2. customwas obtained
  3. filtrationwas then filtered
  4. washThe recovered product was washed with ethyl acetate
  5. dry with materialdried over P2O5 under vacuum

Sources & evidence

ORD record
ord-91e127a0261f4fe5baff85f21c3868b2
Source dataset
uspto-grants-1982_06
Patent number
US04333934

Reaction notes

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