Hydrazine hydrate (1:1) → HCID 178452607, compound

HRID 132109Notes

Reaction equation

HRID 132109 reaction equation
[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:20]=2)[CH2:13][CH2:12][C:11](=O)[C:10](=[CH:15][N:16](C)C)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].O.[NH2:31]N>C(O)C>[C:1]([O:5][C:6](=[O:29])[NH:7][C:8]1([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:20]=2)[CH2:13][CH2:12][C:11]2[C:10](=[CH:15][NH:16][N:31]=2)[CH2:9]1)([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 68977502HCID 68977502, compound

Product 1

HCID 178452607HCID 178452607, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To crude [1-(3-tert-Butyl-phenyl)-3-dimethylaminomethylene-4-oxo-cyclohexyl]-carbamic acid tert-butyl ester (91 mg, 0.227 mmol) was added ethanol (6 mL) and hydrazine hydrate (0.010 mL, 0.32 mmol). The reaction mixture was stirred at room temperature for 12 h then placed in a freezer overnight. The reaction mixture was concentrated under reduced pressure yielding the title compound: Rf=0.35 in 5% MeOH/CH2Cl2; retention time=1.92 min, method [7]; mass spec (ESI) 392 (25), 370 (2), 315 (24), 314 (100).

Workup

  1. waitthen placed in a freezer overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fc72ffd62fa845969289d561906e8000
Source dataset
uspto-grants-2008_06
Patent number
US07385085B2

Reaction notes

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