Ethyl 2-(3-nitrobenzylidene)-3-oxobutanoate → HCID 2790872, compound

HRID 2073609Notes

Reaction equation

HRID 2073609 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[CH:7]=[C:8]([C:14](=O)[CH3:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])([O-:3])=[O:2].[NH2:20][C:21]1[NH:25][N:24]=[N:23][N:22]=1>C(O)C>[CH2:12]([O:11][C:9]([C:8]1[CH:7]([C:6]2[CH:17]=[CH:18][CH:19]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:22]2[N:23]=[N:24][N:25]=[C:21]2[NH:20][C:14]=1[CH3:15])=[O:10])[CH3:13]

Participants

4

Reactant 2

HCID 367507Ethyl 2-(3-nitrobenzylidene)-3-oxobutanoateHCID 178509299HCID 178509299, compound

Product 1

HCID 2790872HCID 2790872, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 50 ml of ethanol are added 2.6 g of ethyl 3-nitro-α-acetylcinnamate and 0.9 g of 5-aminotetrazole, and then heated under reflux for 16 hours. On cooling, 2 g of 6-ethoxycarbonyl-5-methyl-7-(3-nitrophenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine, melting at 210°-212° C., is obtained.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. temperatureOn cooling

Sources & evidence

ORD record
ord-ba395cf0e45848e388795a40ef3449b9
Source dataset
uspto-grants-1990_04
Patent number
US04918074

Reaction notes

Loading…