Hydrochloric Acid → HCID 20146208, compound

HRID 569718Notes

Reaction equation

HRID 569718 reaction equation
[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[NH:22][C:23]([C:25]1[CH:34]=[C:33]([S:35][C:36]2[N:40]([C:41]3[CH:46]=[CH:45][CH:44]=[C:43]([C:47]([O:49]CC)=[O:48])[CH:42]=3)[N:39]=[N:38][N:37]=2)[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]=1[OH:52])=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[OH-].[K+].Cl>CO.O>[CH2:1]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[NH:22][C:23]([C:25]1[CH:34]=[C:33]([S:35][C:36]2[N:40]([C:41]3[CH:46]=[CH:45][CH:44]=[C:43]([C:47]([OH:49])=[O:48])[CH:42]=3)[N:39]=[N:38][N:37]=2)[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:26]=1[OH:52])=[O:24])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 20146207HCID 20146207, compound

Product 1

HCID 20146208HCID 20146208, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2-(2-Tetradecyloxyphenyl)carbamoyl-4-[1-(3-ethoxycarbonylphenyl)-5-tetrazolylthio]-1-naphthol (19.5 g) was added to a solution of 5.3 g of potassium hydroxide in 50 ml of methanol and stirred for 30 minutes at 40°-50° C. Then 10 ml of concentrated hydrochloric acid was diluted with 500 ml of water and poured into the reaction solution. Crystals precipitated were collected by filtration and recrystallized from methanol to obtain 16.1 g of 2-(2-tetradecyloxyphenyl)carbamoyl-4-[1-(3-carboxyphenyl)-5-tetrazolylthio]-1-naphthol, m.p., 136°-138° C. Yield was 86%.

Workup

  1. additionpoured into the reaction solution
  2. customCrystals precipitated
  3. filtrationwere collected by filtration
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-ba1d2042652b4924a1e2591d5876c93c
Source dataset
uspto-grants-1988_03
Patent number
US04734357

Reaction notes

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