Guanidine Hydrochloride → N,N''-Dibutylguanidine
Reaction equation
Cl.[NH2:2][C:3]([NH2:5])=[NH:4].NCC[CH2:9][CH2:10][CH2:11][CH2:12]N>C(O)CCCCO>[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
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
Guanidine hydrochloride (200 parts) and hexamethylene diamine (292 parts) were heated to 120° C. for 4 hours under a nitrogen atmosphere. The temperature of the reaction mixture was then raised to 150–170° C. for a further 10 hours. The product was cooled to 80° C. and 1,5-pentanediol (400 parts) was added while the temperature was maintained at 80° C. until dissolution occurred. The mixture was then cooled to give a solution of polyhexamethyleneguanidine (prepolymer 3) in 1,5-pentanediol.
Workup
- temperatureThe temperature of the reaction mixture was then raised to 150–170° C. for a further 10 hours
- temperaturewas maintained at 80° C. until dissolution
- temperatureThe mixture was then cooled
Sources & evidence
- ORD record
- ord-b2b8abc8fa6347bdbc5e7d793dec3af9
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07172274B2
Reaction notes
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