Isopropanol → N~1~-[3-(Piperidin-1-yl)propyl]benzene-1,2-diamine

HRID 1414731Notes

Reaction equation

HRID 1414731 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N+:17]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O)(C)C>Cl>[N:1]1([CH2:7][CH2:8][CH2:9][NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH2:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 3776IsopropanolHCID 21397143HCID 21397143, compound

Product 1

HCID 21397152N~1~-[3-(Piperidin-1-yl)propyl]benzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The balance of the 2-[3-(1-piperidinyl)propylamino]nitrobenzene was reduced to the corresponding N-substituted o-phenylenediamine by means of stannous chloride in concentrated hydrochloric acid as described in Example 1 for the corresponding 4-methylpiperazino compound. The product, N-[3-(1-piperidinyl)propyl]-o-phenylenediamine, was isolated as the hydrochloride salt by crystallization frm isopropanol, m.p. 208°-210° C.

Sources & evidence

ORD record
ord-f3f33a47dd0e498c90b5ee13514c8900
Source dataset
uspto-grants-1977_01
Patent number
US04002623

Reaction notes

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