Ethanol → HCID 54746555, compound

HRID 2190917Notes

Reaction equation

HRID 2190917 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[O:8][C:7](=[O:13])[C:6]([C:14]([NH:16][CH2:17][C:18]([OH:20])=[O:19])=[O:15])=[C:5]2[OH:21].O=S(Cl)Cl.[CH2:26](O)[CH3:27]>>[CH2:26]([O:19][C:18](=[O:20])[CH2:17][NH:16][C:14]([C:6]1[C:7](=[O:13])[O:8][C:9]2[C:4]([C:5]=1[OH:21])=[CH:3][C:2]([Cl:1])=[CH:11][C:10]=2[Cl:12])=[O:15])[CH3:27]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 54746549HCID 54746549, compound

Product 1

HCID 54746555HCID 54746555, compound

Procedure

To a mixture of [(6,8-dichloro-4-hydroxy-2-oxo-2H-chromene-3-carbonyl)-amino]-acetic acid (100 mg, 0.30 mmol) in ethanol (6 mL) was added SOCl2 dropwise. Resulting mixture was refluxed for 1.5 h. After cooled, white precipitate was collected, rinsed with ethanol and dried to give the title compound (94 mg). MS ESI(+) m/e: 362, 360 (M+1).

Workup

  1. customResulting mixture
  2. temperaturewas refluxed for 1.5 h
  3. temperatureAfter cooled
  4. customwhite precipitate was collected
  5. washrinsed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-fc084da1da3d420299474e69976d707c
Source dataset
uspto-grants-2012_12
Patent number
US08324405B2

Reaction notes

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