Hydrochloric Acid → HCID 21510121, compound

HRID 1576856Notes

Reaction equation

HRID 1576856 reaction equation
[NH2:1][CH2:2][CH2:3][OH:4].CO.[Cl:7][C:8]1[CH:18]=[CH:17][CH:16]=C[C:9]=1[C:10]([N+:12]([O-:14])=[O:13])=C.[ClH:19].CCO[CH2:23][CH3:24]>CC(O)C>[ClH:7].[Cl:19][C:24]1[CH:23]=[CH:16][CH:17]=[CH:18][C:8]=1[CH:9]([NH:1][CH2:2][CH2:3][OH:4])[CH2:10][N+:12]([O-:14])=[O:13]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 700EthanolamineHCID 887MethanolHCID 3283Diethyl Ether2×HCID 215101131-Chloro-2-(1-nitroethenyl)benzene

Product 1

HCID 21510121HCID 21510121, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 6.1 parts of 2-aminoethanol in 16 parts of methanol and 40 parts of ether is cooled on ice. Then there is added dropwise at about 5°C. a solution of 18.4 parts of o-chloro-α-nitrostyrene in 60 parts of ether. Upon completion, stirring in an ice-bath is continued for 1 hour. The reaction mixture is acidified with an excess of 2-propanol previously saturated with gaseous hydrogen chloride. The precipitated product is filtered off, washed thoroughly with ether and dried, yielding 2-{N-[o-choro-α-(nitromethyl)benzyl]amino}ethanol hydrochloride.

Workup

  1. filtrationThe precipitated product is filtered off
  2. washwashed thoroughly with ether
  3. customdried

Sources & evidence

ORD record
ord-990a3a19a0dd473085568e7b2cc81595
Source dataset
uspto-grants-1976_09
Patent number
US03983133

Reaction notes

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