Triethylamine → HCID 4625062, compound

HRID 979277Notes

Reaction equation

HRID 979277 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[N+:8]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([NH:17][NH2:18])=[O:16])=[CH:13][CH:12]=1)([O-:10])=[O:9].C(N(CC)CC)C.CN1CCCC1=O>O>[N+:8]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([NH:17][NH:18][C:1](=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5])=[O:16])=[CH:13][CH:12]=1)([O-:10])=[O:9]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 61186Valeryl chlorideHCID 3693744Benzoic acid, 4-nitro-, hydrazide

Product 1

HCID 4625062HCID 4625062, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

121 parts of valeryl chloride are added to a mixture of 181 parts of p-nitrobenzoic acid hydrazide, 101 parts of triethylamine and 1,000 parts of N-methylpyrrolidone, while cooling with ice. The solution is then stirred for a further 4 hours at room temperature, after which it is poured into 5,000 parts of water, and the resulting precipitate is filtered off under suction, washed with water and dried. 250 parts (95% of theory) of N-(p-nitrobenzoyl)-N'-valerylhydrazine of melting point 185°-187° C. are obtained.

Workup

  1. temperaturewhile cooling with ice
  2. filtrationthe resulting precipitate is filtered off under suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b63e71fd669e4ae6a99d50ba1345ee81
Source dataset
uspto-grants-1987_05
Patent number
US04667020

Reaction notes

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