Water → HCID 15107918, compound

HRID 1031720Notes

Reaction equation

HRID 1031720 reaction equation
[NH2:1][C:2]1[C:7](=[O:8])[C:6]2[CH:9]=[C:10]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]([NH:13][S:14]([CH3:17])(=[O:16])=[O:15])=[CH:12][C:5]=2[O:4][CH:3]=1.CO[CH:27]1[CH2:31][CH2:30][CH:29](OC)O1.O>C(O)(=O)C>[CH3:17][S:14]([NH:13][C:11]1[C:10]([O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:9][C:6]2[C:7](=[O:8])[C:2]([N:1]3[CH:27]=[CH:31][CH:30]=[CH:29]3)=[CH:3][O:4][C:5]=2[CH:12]=1)(=[O:15])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 790982,5-DimethoxytetrahydrofuranHCID 10783765HCID 10783765, compound

Product 1

HCID 15107918HCID 15107918, compoundYield 43.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 5 ml of acetic acid were dissolved 500 mg of 3-amino-7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one and 250 mg of 2,5-dimethoxytetrahydrofuran. The mixture was stirred for 30 minutes at 70°-80° C. and then cooled to room temperature. 50 ml of water was added thereto. The resulting crystal was collected by filtration and recrystallized from ethyl acetate-diisopropyl ether to obtain 250 mg (yield: 43.7%) of 7-methylsulfonylamino-6-phenoxy-3-(1-pyrrolyl)-4H-1-benzopyran-4-one having a melting point of 238.5°-240° C.

Workup

  1. filtrationThe resulting crystal was collected by filtration
  2. customrecrystallized from ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-3c8ae9904bc74ae6b84b30729acba5cf
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

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