Hydrochloric Acid → HCID 54023598, compound

HRID 1702700Notes

Reaction equation

HRID 1702700 reaction equation
[NH2:1][CH2:2][CH2:3][S:4]([OH:7])(=[O:6])=[O:5].FC(F)(F)C([N:12]([C:29]1[CH:39]=[CH:38][C:32]([CH:33]=[CH:34][C:35](Cl)=[O:36])=[CH:31][CH:30]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=O.[OH-].[Na+].Cl>O.C(O)C.C(N(CC)CC)C>[CH2:13]([NH:12][C:29]1[CH:30]=[CH:31][C:32]([CH:33]=[CH:34][C:35]([NH:1][CH2:2][CH2:3][S:4]([OH:7])(=[O:6])=[O:5])=[O:36])=[CH:38][CH:39]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 1123TaurineHCID 14798Sodium HydroxideHCID 73682496HCID 73682496, compound

Product 1

HCID 54023598HCID 54023598, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolvent2×HCID 8471TriethylamineSolvent

Procedure

To a stirred solution of 2.50 g. of taurine and 5.6 ml. of triethylamine in 22.5 ml. of water is added 4.4 g. of p-(2,2,2-trifluoro-N-hexadecylacetamido)cinnamoyl chloride as a solution in 45 ml. of ethanol. After 24 hours, the mixture is treated with 20 ml. of 2.0 M sodium hydroxide and 25 ml. of water. After stirring for 10 min., the mixture is acidified with dilute hydrochloric acid, and the crude product is collected by filtration. Recrystallization affords the title compounds as white solid.

Workup

  1. additionthe mixture is treated with 20 ml
  2. filtrationthe crude product is collected by filtration
  3. customRecrystallization

Sources & evidence

ORD record
ord-b8ed6b8d66de40b59f8db2187ad815d3
Source dataset
uspto-grants-1982_09
Patent number
US04348399

Reaction notes

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