5-Chloro-1-methyl-1H-benzo[d][1,3]oxazine-2,4-dione → HCID 70199751, compound

HRID 342447Notes

Reaction equation

HRID 342447 reaction equation
[NH2:1][C:2]1[C:7]2[O:8][C:9]([CH3:12])=[C:10]([CH3:11])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cl:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[N:24](C)[C:23](=O)O[C:20](=[O:21])[C:19]=12>C(O)(=O)C>[CH3:12][C:9]1[O:8][C:7]2[C:2]([NH:1][C:20](=[O:21])[C:19]3[C:18]([NH:24][CH3:23])=[CH:17][CH:16]=[CH:15][C:14]=3[Cl:13])=[CH:3][CH:4]=[CH:5][C:6]=2[C:10]=1[CH3:11]

Participants

4

Reactant 2

HCID 5867555-Chloro-1-methyl-1H-benzo[d][1,3]oxazine-2,4-dioneHCID 22725354HCID 22725354, compound

Product 1

HCID 70199751HCID 70199751, compoundYield 103%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 7-amino-2,3-dimethylbenzo[b]furan (100 mg) and 6-chloro-N-methylisatoic anhydride (147 mg) in acetic acid (2 ml) was stirred at 60° C. for 2 hours. The reaction mixture was concentrated in vacuo and the residue was crystallized from a mixture of ethanol and water to give 2,3-dimethyl-7-(2-chloro-6-methylaminobenzoylamino)benzo[b]furan (210 mg)

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was crystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-1921e87b186f47dc8a8a42e120a936bc
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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