Hydrochloric Acid → HCID 69429642, compound

HRID 914928Notes

Reaction equation

HRID 914928 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[C:9]([O:15][CH2:16][CH3:17])(=[O:14])[CH2:10][C:11]([CH3:13])=O.Cl.O>C1C=CC=CC=1>[CH2:16]([O:15][C:9](=[O:14])[CH:10]=[C:11]([NH:5][C:4]1[CH:6]=[CH:7][CH:8]=[C:2]([I:1])[CH:3]=1)[CH3:13])[CH3:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8868Ethyl AcetoacetateHCID 122713-Iodoaniline

Product 1

HCID 69429642HCID 69429642, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 47.79 g 3-iodoaniline, 27.7 ml ethyl acetoacetate and 0.13 ml 37% hydrochlorid acid in 65 ml benzene is boiled under a reflux condenser fitted with a water separator. After 4 h. 4 ml of water have been collected. The solvent is removed at reduced pressure and the residual oil dried in vacuo. 3-(3-iodo-phenylamino)-but-2-enoic acid ethyl ester is obtained as a light brown oil. MS (ISP): 332.1 (M+H)+.

Workup

  1. customis boiled under a reflux condenser
  2. custom4 ml of water have been collected
  3. customThe solvent is removed at reduced pressure
  4. customthe residual oil dried in vacuo

Sources & evidence

ORD record
ord-1d3cce15d92740bb86e308b821327c33
Source dataset
uspto-grants-2007_09
Patent number
US07265125B2

Reaction notes

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