Hydrochloric Acid → HCID 22138578, compound

HRID 1825710Notes

Reaction equation

HRID 1825710 reaction equation
[CH2:1]([N:8]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]([O:20]C)=[O:19])=[CH:17][C:12]=2[O:11][CH2:10][C:9]1=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[CH2:1]([N:8]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]([OH:20])=[O:19])=[CH:17][C:12]=2[O:11][CH2:10][C:9]1=[O:22])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10590089HCID 10590089, compound

Product 1

HCID 22138578HCID 22138578, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20.0 g of N-benzyl-7-methoxycarbonyl-4H-benz[1,4]oxazin-3-one are initially charged in 750 ml of MeOH. At room temperature, 35 ml of 2N aqueous sodium hydroxide solution are added dropwise, and the mixture is stirred at 40–55° C. for 30 h. The reaction solution is cooled to room temperature and poured into a mixture of 200 ml of 1N HCl and 1 kg of ice. The crude product is filtered off with suction, washed with water and dried. This gives 18.2 g (yield 95.5% of theory) of N-benzyl-7-hydroxycarbonyl-4H-benz[1,4]oxazin-3-one of melting point 230° C.

Workup

  1. filtrationThe crude product is filtered off with suction
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-962f939896a64b68995aa5fc187a7b6f
Source dataset
uspto-grants-2006_05
Patent number
US07049271B2

Reaction notes

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