Water → tert-Butyl ((1H-benzo[d]imidazol-2-yl)methyl)carbamate

HRID 2213148

Reaction equation

HRID 2213148 reaction equation
O(C)[Na].[C:4]([CH2:6][NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])#[N:5].Cl.Cl.[C:17]1(N)[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH2:23].O>CO>[NH:5]1[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[N:23]=[C:4]1[CH2:6][NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:13])[CH3:12]

Participants

6

Reactant 4

HCID 962WaterHCID 119901,2-Phenylenediamine dihydrochlorideHCID 545844tert-butyl N-(cyanomethyl)carbamateHCID 178418582HCID 178418582, compound

Product 1

HCID 11448004tert-Butyl ((1H-benzo[d]imidazol-2-yl)methyl)carbamate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.32 g of a 30% NaOCH3 solution were added to tert-butyl cyanomethylcarbamate (3 g; 19.21 mmol) in 20 ml of CH3OH, and the mixture was stirred at room temperature for 1 h. After addition of 3.4 g of 1,2-phenylenediamine bishydrochloride, the reaction mixture was stirred further overnight and then added to 100 ml of H2O, and the resulting solid was filtered off and dried in vacuo.

Workup

  1. stirringthe reaction mixture was stirred further overnight
  2. filtrationthe resulting solid was filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-dbbdafbfa47c4854b58d80974b580e8b
Source dataset
uspto-grants-2006_09
Patent number
US07105508B1

Linked notes

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