tert-Butyl carbazate → HCID 72490845, compound

HRID 968953Notes

Reaction equation

HRID 968953 reaction equation
[C:1]([C:5]([CH2:7][CH3:8])=O)([CH3:4])([CH3:3])[CH3:2].[C:9]([O:13][C:14](=[O:17])[NH:15][NH2:16])([CH3:12])([CH3:11])[CH3:10]>CO.C(O)(=O)C>[C:9]([O:13][C:14]([NH:15][N:16]=[C:5]([CH2:7][CH3:8])[C:1]([CH3:4])([CH3:3])[CH3:2])=[O:17])([CH3:12])([CH3:11])[CH3:10]

Participants

5

Reactant 2

HCID 70091tert-Butyl carbazateHCID 1363632,2-Dimethyl-3-pentanone

Product 1

HCID 72490845HCID 72490845, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 887MethanolSolvent2×

Procedure

Tert-butylethylketone (5 g) was mixed with tert-butylcarbazate (6.4 g, 1.1 eq.) in 30 mL of methanol with 3 drops of acetic acid at room temperature. A solid formed within one hour; more methanol was added, and the mixture was stirred at room temperature for three days to produce N′-(1-ethyl-2,2-dimethyl-propylidene)-hydrazinecarboxylic acid tert-butyl ester. 1H NMR (CDCl3, 500 MHz) δ (ppm): 7.5 (br, 1H), 2.23 (q, 2H)), 1.51 (s, 9H), 1.15 (s, 9H), 1.1 (t, 3H).

Workup

  1. customA solid formed within one hour

Sources & evidence

ORD record
ord-c2ddd07b606d47f1a6cd1a9ecfe80ce8
Source dataset
uspto-grants-2007_12
Patent number
US07304161B2

Reaction notes

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