Acetic Acid → HCID 12593744, compound

HRID 1448484Notes

Reaction equation

HRID 1448484 reaction equation
[CH3:1][C:2]1([CH3:17])[O:10][CH2:9][CH2:8][C:7](=[O:11])[C:6]2[CH:12]=[CH:13][CH:14]=[CH:15][C:5]=2[NH:4][C:3]1=O.[H-].[Na+].C(O)(=O)C>O1CCCC1>[CH3:1][C:2]1([CH3:17])[C:3]2[NH:4][C:5]3[CH:15]=[CH:14][CH:13]=[CH:12][C:6]=3[C:7](=[O:11])[C:8]=2[CH2:9][O:10]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24758Sodium hydrideHCID 12593732HCID 12593732, compound

Product 1

HCID 12593744HCID 12593744, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of the compound of formula V, 5,6-dihydro-3,3-dimethyl-4,1-benzoxazonine-2,7(1H,3H)-dione (11.66 g, described in Example 1), in tetrahydrofuran (250 ml) is added to a stirred mixture of sodium hydride (4.8 g, 55% dispersion) in tetrahydrofuran (220 ml). The mixture is stirred at room temperature for 30 minutes and acetic acid is added until the mixture is neutral. The precipitate is collected and washed with a small amount of tetrahydrofuran and water. The precipitate is dried and crystallized from methanol to give the title compound, mp 335°-340° C. (dec.).

Workup

  1. customThe precipitate is collected
  2. washwashed with a small amount of tetrahydrofuran and water
  3. customThe precipitate is dried
  4. customcrystallized from methanol

Sources & evidence

ORD record
ord-242f092726f34c2a9327ab6ef958c300
Source dataset
uspto-grants-1979_12
Patent number
US04180580

Reaction notes

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