HCID 9801107, compound → HCID 19968388, compound

HRID 975812Notes

Reaction equation

HRID 975812 reaction equation
[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[N:10]=[CH:11][N:12]4[C:17]5[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=5[O:15][CH:14]([O:22]C(=O)C5C=CC=CC=5)[C:13]=34)[N:5]=2)[CH2:3][CH2:2]1.C[O-].[Na+]>CO>[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[N:10]=[CH:11][N:12]4[C:17]5[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=5[O:15][CH:14]([OH:22])[C:13]=34)[N:5]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 9801107HCID 9801107, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 19968388HCID 19968388, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4-(benzoyloxy)-4H-imidazo(5,1-c)(1,4)benzoxazine, Example compound 3 (0.88 g), was placed in methanol (44 mL). To that solution was added sodium methoxide (0.24 g) and stirring continued for 3.75 hours. The reaction was evaporated to dryness and triturated with water. Recrystallization from methanol afforded 0.53 g (81%) of the title compound. Mp 230°-4° C.

Workup

  1. customThe reaction was evaporated to dryness
  2. customtriturated with water
  3. customRecrystallization from methanol

Sources & evidence

ORD record
ord-9910baeed2414621863f3be170c6d92a
Source dataset
uspto-grants-1997_03
Patent number
US05610158

Reaction notes

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