Hydrochloric Acid → N-(tert-butyl)benzohydrazide

HRID 1197250Notes

Reaction equation

HRID 1197250 reaction equation
C(OC([NH:8][N:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)(C)(C)C.Cl.C(=O)(O)[O-].[Na+]>>[C:18]([N:9]([C:10](=[O:17])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[NH2:8])([CH3:21])([CH3:19])[CH3:20]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 15767552N-t-butoxycarbonyl-N'-benzoyl-N'-t-butylhydrazine

Product 1

HCID 1275961N-(tert-butyl)benzohydrazideYield 86.7%

Procedure

The N-t-butoxycarbonyl-N'-t-butyl-N'-benzoylhydrazine (52 g, 0.18 mol) was stirred at room temperature in a methanolic hydrochloric acid solution for 4 days. The reaction mixture was neutralized with saturated aqueous sodium bicarbonate. The whte precipitate was filtered, washed with water and dried in vacuo to give 30 g of N'-t-butyl-N'-benzoylhydrazine. m.p. 124°-125° C.

Workup

  1. filtrationThe whte precipitate was filtered
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-1ffbd010b22c41febca5a9b1bf1b6802
Source dataset
uspto-grants-1992_05
Patent number
US05117057

Reaction notes

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