Ethanol → HCID 178473130, compound

HRID 370536Notes

Reaction equation

HRID 370536 reaction equation
[Na].C(O)C.[NH2:5][C:6]1[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=1[C:8]([NH:10][C:11]1[NH:15][N:14]=[N:13][N:12]=1)=[O:9].[C:20](OCC)(=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22]>O.C(O)(=O)C>[CH2:24]([O:23][C:21](=[O:22])[C:20](=[O:26])[NH:5][C:6]1[CH:19]=[CH:18][CH:17]=[CH:16][C:7]=1[C:8]([NH:10][C:11]1[NH:15][N:14]=[N:13][N:12]=1)=[O:9])[CH3:25]

Participants

7

Reactant 4

HCID 702EthanolHCID 7268Diethyl OxalateHCID 5360545SodiumHCID 178507500HCID 178507500, compound

Product 1

HCID 178473130HCID 178473130, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2.3 g of sodium and 200 ml of ethanol was added 5.1 g of 2-amino-N-(1H-tetrazol-5-yl)benzamide and 11.0 g of diethyl oxalate. The resulting solution was heated at 50° C. for 20 hours and then acidified with glacial acetic acid. The clear acid solution obtained was diluted with water and the solid which formed was separated by filtration, washed with water and air-dried to give 2-oxo-N-[2-((1H-tetrazol-5-yl)aminocarbonyl)phenyl]glycine ethyl ester melting at about 231°-232° C.

Workup

  1. customThe clear acid solution obtained
  2. customthe solid which formed
  3. customwas separated by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-8a3be8fbbf914d5da14dff77717f1f46
Source dataset
uspto-grants-1985_07
Patent number
US04526979

Reaction notes

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