Hydrochloric Acid → HCID 18521849, compound

HRID 413735Notes

Reaction equation

HRID 413735 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([S:27](=[O:30])(=[O:29])[NH2:28])=[CH:23][CH:22]=2)[S:5][C:6]=1[C:7]([C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][CH:10]=1)=[O:8].[OH-].[Na+].Cl>CO>[NH2:1][C:2]1[N:3]=[C:4]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([S:27](=[O:29])(=[O:30])[NH2:28])=[CH:23][CH:22]=2)[S:5][C:6]=1[C:7]([C:9]1[CH:10]=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[CH:18][CH:19]=1)=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18521808HCID 18521808, compound

Product 1

HCID 18521849HCID 18521849, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of ethyl 4-[4-amino-2-(4-sulfamoyl-phenylamino)-thiazole-5-carbonyl]-benzoate (500 mg, 1.12 mmol; Example C(34)) in MeOH (10 mL) was added 1N aq NaOH (3.4 mL, 3.4 mmol). After 4 hours, the resultant mixture was acidified with 1N aq HCl to pH 3 and filtered. The isolated brown solid crystallized in EtOH to provide 330 mg (70% yield) of light brown crystals, mp 298.5-300° C.

Workup

  1. filtrationfiltered
  2. customThe isolated brown solid crystallized in EtOH
  3. customto provide 330 mg (70% yield) of light brown crystals, mp 298.5-300° C.

Sources & evidence

ORD record
ord-d7cc72931c8c41eca1323cc7276eb1ea
Source dataset
uspto-grants-2003_05
Patent number
US06569878B1

Reaction notes

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