Sulfuric Acid → 1-Carbamoylethyl 4-(hexadecylamino)benzoate

HRID 2049087Notes

Reaction equation

HRID 2049087 reaction equation
[CH2:1]([NH:17][C:18]1[CH:30]=[CH:29][C:21]([C:22]([O:24][CH:25]([C:27]#[N:28])[CH3:26])=[O:23])=[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].S(=O)(=O)(O)[OH:32]>O>[CH2:1]([NH:17][C:18]1[CH:19]=[CH:20][C:21]([C:22]([O:24][CH:25]([C:27](=[O:32])[NH2:28])[CH3:26])=[O:23])=[CH:29][CH:30]=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 1118Sulfuric AcidHCID 234578721-Cyanoethyl 4-(hexadecylamino)benzoate

Product 1

HCID 234578031-Carbamoylethyl 4-(hexadecylamino)benzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g. (12.1 m moles) 1-cyanoethyl 4-(hexadecylamino)benzoate in 100 ml. 75% sulfuric acid is heated at 50° C. for 20 hours. The cooled solution is diluted with water, filtered, and the residue is dried to yield the amide as a white amorphous solid.

Workup

  1. additionA mixture of 5 g
  2. filtrationfiltered
  3. customthe residue is dried

Sources & evidence

ORD record
ord-a20c6dca74c14119a3312b7c57c0d267
Source dataset
uspto-grants-1980_04
Patent number
US04196208

Reaction notes

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