Hydrochloric Acid → HCID 178485826, compound

HRID 530307Notes

Reaction equation

HRID 530307 reaction equation
[ClH:1].[NH2:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[CH:11][N:12]([C:14]([N:16]([CH:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH3:17])=[O:15])[CH:13]=2)[CH:6]=[CH:7][CH:8]=1.[N:24]#[C:25][NH2:26]>C(O)C>[ClH:1].[CH:18]1([N:16]([CH3:17])[C:14]([N:12]2[CH:13]=[C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([NH:2][C:25]([NH2:26])=[NH:24])[CH:4]=3)[N:10]=[CH:11]2)=[O:15])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 66682835HCID 66682835, compound

Product 1

HCID 178485826HCID 178485826, compoundYield 68.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Gaseous anhydrous hydrogen chloride (0.096 mL, 1.156 mmol) was added to a stirred suspension of 4-(3-aminophenyl)-N-cyclohexyl-N-methyl-1H-imidazole-1-carboxamide (0.345 g, 1.156 mmol) and cyanamide (0.135 mL, 1.734 mmol) in ethanol (1.2 mL) at room temperature. The clear solution was allowed to stir at reflux for 1 h and a colourless solid formed. The reaction mixture was allowed to stir at reflux for further 7 h, whereupon the mixture was allowed to cool. The solid was separated by filtration and washed with ethanol to give the product as a colourless solid, (298 mg, 68%).

Workup

  1. temperatureat reflux for 1 h
  2. customa colourless solid formed
  3. stirringto stir
  4. temperatureat reflux for further 7 h, whereupon the mixture
  5. temperatureto cool
  6. customThe solid was separated by filtration
  7. washwashed with ethanol

Sources & evidence

ORD record
ord-4f7861ebe9404be5a7d3481e009b81ce
Source dataset
uspto-grants-2016_05
Patent number
US09353082B2

Reaction notes

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