Ammonia → Guanidine

HRID 1719797Notes

Reaction equation

HRID 1719797 reaction equation
N#C[Cl:3].C[N:5](C)[C:6]([N:8](C)C)=[NH:7].N>O>[NH2:7][C:6]([NH2:8])=[NH:5].[ClH:3].[NH2:7][C:6]([NH2:8])=[NH:5]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 10477Cyanogen Chloride2×HCID 664601,1,3,3-Tetramethylguanidine

Product 2

HCID 3520GuanidineHCID 5742Guanidine Hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Besides it is known that in the action of cyanogen chloride on dimethylamine under pressure at a temperature of 130° to 180° C. in a water nonmiscible organic solvent 1,1,3,3-tetramethyl guanidine is formed (German Pat. No. 1,958,095). If it is attempted to react cyanogen chloride in a corresponding manner with ammonia to produce guanidine or guanidine hydrochloride there are not obtained satisfactory yields.

Workup

  1. customis formed (German Pat

Sources & evidence

ORD record
ord-4b1863a7a5354651bce8d5ece18c7340
Source dataset
uspto-grants-1985_09
Patent number
US04542240

Reaction notes

Loading…