HCID 20525771, compound → HCID 20525823, compound

HRID 1702694Notes

Reaction equation

HRID 1702694 reaction equation
[CH2:1]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[C:25][C:26]([OH:28])=O)=[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].Cl.C([NH:46]C1C=CC(C#CC(Cl)=O)=CC=1)CCCCCCCCCCCCCCC>>[CH2:1]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[C:25][C:26]([NH2:46])=[O:28])=[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

3

Reactant 2

HCID 20525771HCID 20525771, compoundHCID 88746872HCID 88746872, compound

Product 1

HCID 20525823HCID 20525823, compound

Procedure

A solution of 4-hexadecylaminophenylpropiolic acid is converted to 4-hexadecylaminophenylpropiolic acid chloride hydrochloride as described in Example 18. After evaporation of the solvent, the unpurified acid chloride is slurried in methylene chloride and treated with anhydrous ammonia as in Example 31. Workup as described therein provides the title compound. Likewise, 4-(hexadecylamino)cinnamamide is prepared from 4-(hexadecylamino)cinnamic acid.

Workup

  1. customAfter evaporation of the solvent
  2. additiontreated with anhydrous ammonia as in Example 31

Sources & evidence

ORD record
ord-8eb405ae8ab741dc94de8b905d5aa179
Source dataset
uspto-grants-1982_09
Patent number
US04348399

Reaction notes

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