Hydrazine → HCID 86705563, compound

HRID 2279578Notes

Reaction equation

HRID 2279578 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([N:20]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:10][CH2:11][NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH:5]=[CH:6][C:7]=1[Cl:8].NN>CO>[NH2:20][CH:9]([C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[CH2:10][CH2:11][NH:12][C:13](=[O:19])[O:14][C:15]([CH3:17])([CH3:16])[CH3:18]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 68294648HCID 68294648, compound

Product 1

HCID 86705563HCID 86705563, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 296 (4.71 g, 10.5 mmol) in MeOH was added hydrazine (0.336 g, 10.5 mmol) and the reaction was stirred at RT overnight. The thick white suspension was taken up in hot MeOH, sonicated, filtered and washed with MeOH. The filtrate was concentrated to afford 2.98 g (89%) of tert-butyl 3-amino-3-(3,4-dichlorophenyl)propylcarbamate (298) as a pale yellow foam: LRMS (APCI pos) m/e=319.0 (M+H).

Workup

  1. customsonicated
  2. filtrationfiltered
  3. washwashed with MeOH
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-b329cc4bf77e4abba6b2280b0012375b
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

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