Ammonia → 3-(1,4-Diazepan-1-yl)propan-1-ol

HRID 580029Notes

Reaction equation

HRID 580029 reaction equation
[C:1]([CH2:3][N:4]([CH2:9][CH2:10][C:11]#[N:12])[CH2:5][CH2:6][CH2:7][OH:8])#N.N.[H][H]>[Ni].C(O)C>[OH:8][CH2:7][CH2:6][CH2:5][N:4]1[CH2:9][CH2:10][CH2:11][NH:12][CH2:1][CH2:3]1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 13556941HCID 13556941, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 135569423-(1,4-Diazepan-1-yl)propan-1-ol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

100 grams (0.598 mole) of cyanomethyl-(2-cyano-ethyl)-(3-hydroxy-propyl)-amine, 800 ml of ethanol, 67 grams of ammonia and 26 grams of Raney-nickel were heated in an autoclave during 2 hours under 80 to 100 bar hydrogen pressure at 70° C. (at the beginning) to 120° C. (toward the end). Subsequently the reaction mixture was worked up as described under (b). There were obtained 52 grams (55% of theory) as a final product.

Sources & evidence

ORD record
ord-72d8c20573d74b89bfec689c9d658ed7
Source dataset
uspto-grants-1988_06
Patent number
US04751298

Reaction notes

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