HCID 136387772, compound → HCID 136330785, compound

HRID 579442Notes

Reaction equation

HRID 579442 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[C:12](=[O:22])[O:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[C:16]([OH:21])[CH:15]=3)=[N:8][CH:7]=1)=[O:5])C>S(=O)(=O)(O)O>[OH:21][C:16]1[CH:15]=[C:14]2[C:19]([CH:20]=[C:11]([C:9]3[S:10][C:6]([C:4]([OH:5])=[O:3])=[CH:7][N:8]=3)[C:12](=[O:22])[O:13]2)=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 136387772HCID 136387772, compound

Product 1

HCID 136330785HCID 136330785, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 2-(7-hydroxy-2-oxo-2H-chromen-3-yl)-thiazole-5-carboxylic acid ethyl ester (50 mg, 0.16 mmol) in 70% (w/w) sulfuric acid (3 mL) was stirred at 100° C. for 1 h. During heating the solids dissolved and a solid precipitated after 1 h. The precipitate was collected, washed with water and dried in air. In this manner the title compound (30.5 mg, 0.10 mmol, 62.5%) was obtained as a pale brown solid.

Workup

  1. temperatureDuring heating the solids
  2. dissolutiondissolved
  3. customa solid precipitated after 1 h
  4. customThe precipitate was collected
  5. washwashed with water
  6. customdried in air

Sources & evidence

ORD record
ord-9765ccd3d6324dfb88349d7e66c82105
Source dataset
uspto-grants-2015_05
Patent number
US09040714B2

Reaction notes

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