1,3-Dichloro-2-nitrobenzene → 2-(beta,gamma-Dihydroxypropyl)amino-6-chloronitrobenzene

HRID 231379

Reaction equation

HRID 231379 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N+:9]([O-:11])=[O:10].[NH2:12][CH2:13][CH:14]([OH:17])[CH2:15][OH:16]>CN1CCCC1=O>[OH:17][CH:14]([CH2:15][OH:16])[CH2:13][NH:12][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N+:9]([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 117591,3-Dichloro-2-nitrobenzeneHCID 735613-Amino-1,2-propanediol

Product 1

HCID 200352402-(beta,gamma-Dihydroxypropyl)amino-6-chloronitrobenzene

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

0.2 mole (38.4 g) of 2,6-dichloronitrobenzene and 0.6 mole (54.6 g) of 3-aminopropane-1,2-diol in 200 ml of 1-methyl-2-pyrrolidone are heated to 80° C. The reaction mixture is diluted with ice. The product expected precipitates. After recrystallizing from isopropanol, it melts at 126° C.

Workup

  1. additionThe reaction mixture is diluted with ice
  2. customThe product expected precipitates
  3. customAfter recrystallizing from isopropanol, it melts at 126° C.

Sources & evidence

ORD record
ord-15b4c36b60604eb984e0b22c2aa363ea
Source dataset
uspto-grants-1989_07
Patent number
US04845293

Linked notes

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