Formic Acid → HCID 14722379, compound

HRID 1031716Notes

Reaction equation

HRID 1031716 reaction equation
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[CH3:11][S:12]([NH:15][C:16]1[C:28]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:27][C:19]2[C:20](=[O:26])[C:21]([NH:24][CH3:25])=[CH:22][O:23][C:18]=2[CH:17]=1)(=[O:14])=[O:13].C(OC(C)C)(C)C>C(Cl)Cl>[CH3:11][S:12]([NH:15][C:16]1[C:28]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:27][C:19]2[C:20](=[O:26])[C:21]([N:24]([CH:1]=[O:3])[CH3:25])=[CH:22][O:23][C:18]=2[CH:17]=1)(=[O:13])=[O:14]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 7914Diisopropyl EtherHCID 7918Acetic AnhydrideHCID 14722380HCID 14722380, compound

Product 1

HCID 14722379HCID 14722379, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

340 mg of acetic anhydride and 310 mg of formic acid were mixed. The mixture was stirred for 1.5 hours at 40°-45° C. Thereto was added 10 ml of methylene chloride. There was further added 400 mg of 7-methylsulfonylamino-3-methylamino-6-phenoxy-4H-1-benzopyran-4-one. The resulting mixture was stirred for 1 hour at 25°-30° C. 10 ml of diisopropyl ether was added thereto. The resulting crystal was collected by filtration and then recrystallized from acetonitrile to obtain 330 mg (yield: 76.7%) of 7-methylsulfonylamino-3-(N-formyl-N-methylamino)-6-phenoxy-4H-1-benzopyran-4-one.

Workup

  1. stirringThe resulting mixture was stirred for 1 hour at 25°-30° C
  2. filtrationThe resulting crystal was collected by filtration
  3. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-941674eae8284570ba0a8f144e92065d
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

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