3-Amino-4-methylbenzoic acid → HCID 12800038, compound

HRID 2412646Notes

Reaction equation

HRID 2412646 reaction equation
[CH2:1]([CH:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:4](Cl)=[O:5])[CH3:2].[NH2:16][C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][C:25]=1[CH3:26])[C:20]([OH:22])=[O:21]>>[CH2:1]([CH:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:4]([NH:16][C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][C:25]=1[CH3:26])[C:20]([OH:22])=[O:21])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 755683-Amino-4-methylbenzoic acidHCID 20431896HCID 20431896, compound

Product 1

HCID 12800038HCID 12800038, compoundYield 95.7%

Conditions

Temperature
140 °C

Procedure

A mixture of (RS)-2-ethylundecanoyl chloride (1.16 g) and 3-amino-4-methylbenzoic acid (0.75 g) was placed in an oil bath at 90° C. and the temperature was gradually raised to 140° C. for 2 hours. After cooling, the solid was recrystallised from a mixture of ethanol (25 ml) and water (1 ml) to yield (RS)-3-(2-ethylundecanamido)-4-methylbenzoic acid (1.65 g) in the form of a white solid, m.p. 217°-220° C.

Workup

  1. customwas placed in an oil bath at 90° C.
  2. temperatureAfter cooling
  3. customthe solid was recrystallised from a mixture of ethanol (25 ml) and water (1 ml)

Sources & evidence

ORD record
ord-8bb3641ab4ac42eaa4a2f5480ab6bb68
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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