Guanidine Hydrochloride → N,N''-Dibutylguanidine

HRID 346402Notes

Reaction equation

HRID 346402 reaction equation
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].NCC[CH2:9][CH2:10][CH2:11][CH2:12]N>O>[CH3:9][CH2:10][CH2:11][CH2:12][NH:4][C:3]([NH2:5])=[N:2][CH2:12][CH2:11][CH2:10][CH3:9]

Participants

4

Conditions

Temperature
120 °C

Procedure

A mixture of guanidine hydrochloride (200 parts) and hexamethylene diamine (292 parts) were heated to 120° C. for 4 hours under a nitrogen atmosphere The temperature was then raised to 150–170° C. for a further 5 hours. The mixture was cooled to 80° C. and water (400 parts) was added, maintaining the temperature at 80° C. until dissolution occurred. The mixture was then cooled to give a solution in water of polyhexamethyleneguanidine, referred to as Prepolymer 1, having a weight average molecular weight (Mw) of 1010 and a number average molecular weight (Mn) of 710, as determined by aqueous gel permeation chromatography.

Workup

  1. temperaturewas then raised to 150–170° C. for a further 5 hours
  2. temperatureThe mixture was cooled to 80° C.
  3. temperaturemaintaining the temperature at 80° C.
  4. dissolutionuntil dissolution
  5. temperatureThe mixture was then cooled

Sources & evidence

ORD record
ord-0423e525c6e84d15bca13a31ff875520
Source dataset
uspto-grants-2007_02
Patent number
US07172274B2

Reaction notes

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