Acetone Cyanohydrin → HCID 67134597, compound

HRID 1927311Notes

Reaction equation

HRID 1927311 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:16][C:17]([CH3:21])(O)[C:18]#[N:19].[O-]S([O-])(=O)=O.[Mg+2]>>[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:17]([C:18]#[N:19])([CH3:21])[CH3:16])=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 6406Acetone CyanohydrinHCID 24083Sulfuric acid magnesium salt (1:1)HCID 688611tert-Butyl (4-aminophenyl)carbamate

Product 1

HCID 67134597HCID 67134597, compoundYield 98%

Conditions

Temperature
80 °C

Procedure

The mixture of 2a (0.83 g, 4 mmol), acetone cyanohydrin (4 ml) and MgSO4 (2 g) was heated to 80° C. and stirred over 2.5 h. After cooling down to room temperature, compound 2b was crystallized into water (30 ml). The solid was filtered and dried to yield {4-[(1-cyano-1-methylethyl)amino]phenyl}carbamic acid tert-butyl ester, 2b (1.08 g, 3.9 mmol, 98%).

Workup

  1. temperatureAfter cooling down to room temperature
  2. customcompound 2b was crystallized into water (30 ml)
  3. filtrationThe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-f14d9a9a9e544f5698e75226f98f479f
Source dataset
uspto-grants-2012_05
Patent number
US08183274B2

Reaction notes

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