Sodium hydride → HCID 14650679, compound

HRID 982250Notes

Reaction equation

HRID 982250 reaction equation
[H-].[Na+].[C:3]1([C:9]2[O:10][CH:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:12]([OH:15])[CH2:13][N:14]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]=[C:30]=[O:31]>>[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][C:30]([O:15][CH:12]1[CH:11]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[O:10][C:9]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[N:14][CH2:13]1)=[O:31]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 855882-Fluorophenyl isocyanateHCID 14650602HCID 14650602, compound

Product 1

HCID 14650679HCID 14650679, compoundYield 28.6%

Procedure

Working in a manner similar to that described in Example 16, but starting with an oily suspension (50% by weight; 0.31 g) of sodium hydride, (5RS, 6SR)-2,6-diphenyl-5,6-dihydro-4H-1,3-oxazin-5-ol (1.52 g) and 2-fluorophenyl isocyanate (0.9 g), and after recrystallization in diisopropyl ether, (5RS, 6SR)-5-(2-fluorophenylcarbamoyloxy)-2,6-diphenyl-5,6-dihydro-4H-1,3-oxazine (0.67 g), m.p. 98° C., is obtained.

Workup

  1. customafter recrystallization in diisopropyl ether

Sources & evidence

ORD record
ord-387ac6837b3c463887881759dc6e906a
Source dataset
uspto-grants-1991_02
Patent number
US04994569

Reaction notes

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