Aniline → HCID 68825474, compound

HRID 1297696Notes

Reaction equation

HRID 1297696 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[C:5]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:6]OCC)[CH3:2].[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:1]([O:3][C:4](=[O:14])[C:19]1[CH:20]=[CH:21][C:16]([NH:15][CH:6]=[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:14])[S:10]([CH3:13])(=[O:11])=[O:12])=[CH:17][CH:18]=1)[CH3:2]

Participants

3

Reactant 2

HCID 6115AnilineHCID 71353473Ethyl 3-ethoxy-2-(methanesulfonyl)prop-2-enoate

Product 1

HCID 68825474HCID 68825474, compound

Conditions

Temperature
145 °C

Procedure

The compound of 3-ethoxy-2-methanesulfonyl-acrylic acid ethyl ester (example 61c, 52 g, 0.234 mol) and aniline (38.65 g, 0.234 mol) was mixed and heated at 140-150° C. under stirring for two hours. After cooling the reaction to room temperature, solvent was removed to give 4-(2-ethoxycarbonyl-2-methanesulfonyl-vinylamino)-benzoic acid ethyl ester. The crude compound was used in the following reaction without further purification. LC-MS m/e 342 (MH+).

Workup

  1. temperatureAfter cooling
  2. customthe reaction to room temperature
  3. customsolvent was removed

Sources & evidence

ORD record
ord-7a1ad124355d4f0793ef0a5f6b3cf73a
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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