Water → HCID 53812675, compound

HRID 1085392Notes

Reaction equation

HRID 1085392 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:3]=1[CH:4]=[C:5]([CH3:8])[CH2:6]Cl.[OH2:16]>O1CCCC1>[CH2:10]([NH:13][C:6](=[O:16])[C:5]([CH3:8])=[CH:4][C:3]1[CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=[CH:12][C:2]=1[Cl:1])[CH:9]=[CH2:3]

Participants

4

Reactant 2

HCID 962WaterHCID 53926249HCID 53926249, compound

Product 1

HCID 53812675HCID 53812675, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

At 5° to 10° C., 10.4 g (0.04 mol) of 2-chloro-5-nitro-α-methylcinnamyl chloride in 100 ml of tetrahydrofuran was added to 4.6 g (0.08 mol) of alkylamine in 50 ml of tetrahydrofuran. After 2 hours the solvent was stripped off, and the remaining mixture was stirred into water. The solid which formed was isolated. Drying of the solid gave 8.1 g (81% of theory) of 2-chloro-5-nitro-α-methylcinnamic acid-N-allylamide of m.p. 111°-112° C.

Workup

  1. customThe solid which formed
  2. customwas isolated
  3. customDrying of the solid

Sources & evidence

ORD record
ord-10eaee5951484c0282e054e185832b98
Source dataset
uspto-grants-1991_04
Patent number
US05009701

Reaction notes

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