Cyanamide → HCID 178453080, compound

HRID 322491Notes

Reaction equation

HRID 322491 reaction equation
[ClH:1].[NH2:2][C:3]1[CH:17]=[CH:16][C:6]([CH2:7][NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=[CH:5][CH:4]=1.[N:18]#[C:19][NH2:20]>CCOCC>[ClH:1].[NH:2]([C:3]1[CH:17]=[CH:16][C:6]([CH2:7][NH:8][C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])=[CH:5][CH:4]=1)[C:19]([NH2:20])=[NH:18]

Participants

4

Reactant 2

HCID 9864CyanamideHCID 70087134tert-Butyl [(4-aminophenyl)methyl]carbamate--hydrogen chloride (1/1)

Product 1

HCID 178453080HCID 178453080, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4-Amino-N-tert-butoxycarbonylbenzylamine hydrochloride (25.77 g, 99.6 mmol.) and cyanamide (55 g, 1.3 mol.) were heated neat at 65° C. over 1.5 hours. The mixture was then cooled to room temperature and ether (250 mL) was added. The insoluble yellow oil was repeatedly washed with additional ethyl ether to remove traces of cyanamide and dried in vacuo to give 4-guanidino-N-tert-butoxycarbonylbenzylamine hydrochloride as an amorphous yellow material which was carried on without further purification.

Workup

  1. washThe insoluble yellow oil was repeatedly washed with additional ethyl ether
  2. customto remove traces of cyanamide
  3. customdried in vacuo

Sources & evidence

ORD record
ord-1771fd7cc0bf4fa4b0897ed3f4dc7726
Source dataset
uspto-grants-2001_04
Patent number
US06211228B1

Reaction notes

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