Nitrogen mustard hydrochloride → 4-Chloro-2-(1-piperazinyl)phenol

HRID 481365Notes

Reaction equation

HRID 481365 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[OH:13])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.NC1C=C([Cl:21])C=CC=1O.Cl.CN(CCCl)CCCl.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[N:1]1([C:7]2[CH:12]=[C:11]([Cl:21])[CH:10]=[CH:9][C:8]=2[OH:13])[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 5935Nitrogen mustard hydrochlorideHCID 72652-Amino-4-chlorophenolHCID 10340Sodium CarbonateHCID 70530o-(1-Piperazinyl)phenol

Product 1

HCID 234478814-Chloro-2-(1-piperazinyl)phenol

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

The derivative 45A is prepared according to the same procedure described for 43A, using the following reactants: 2-amino-4-chlorophenol (3 g; 20.9 mmol); N-methylbis(2-chloroethyl)amine hydrochloride (4.2 g; 22 mmol); sodium carbonate (1.1 g; 10.5 mmol); 1-butanol (42 ml).

Sources & evidence

ORD record
ord-9d06eac5a3014c1e91aca10b1695f539
Source dataset
uspto-grants-1998_08
Patent number
US05789412

Reaction notes

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