Sodium Hydroxide → 5-Hexadecylamino-2-thiophenecarboxylic acid

HRID 850967Notes

Reaction equation

HRID 850967 reaction equation
[CH2:1]([NH:17][C:18]1[S:22][C:21]([C:23]([O:25]CC)=[O:24])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[OH-].[Na+]>C(O)C>[CH2:1]([NH:17][C:18]1[S:22][C:21]([C:23]([OH:25])=[O:24])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20503573Ethyl 5-hexadecylamino-2-thiophenecarboxylate

Product 1

HCID 205035595-Hexadecylamino-2-thiophenecarboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.1 g. of ethyl 5-hexadecylamino-2-thiophenecarboxylate, 10 ml. of absolute ethanol and 10 ml. of 0.5 N sodium hydroxide is refluxed for 3 hours. The reaction mixture is cooled and then concentrated. The pH of the solution is adjusted to 5.3 and the resulting solid filtered and dried to yield the product.

Workup

  1. additionA mixture of 0.1 g
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated
  4. filtrationthe resulting solid filtered
  5. customdried
  6. customto yield the product

Sources & evidence

ORD record
ord-ccd758a65c6f4a9ca4cf02e92adc7140
Source dataset
uspto-grants-1983_05
Patent number
US04382143

Reaction notes

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