Hydrochloric Acid → HCID 10397731, compound

HRID 520455Notes

Reaction equation

HRID 520455 reaction equation
[OH-].[Na+].Cl.[CH3:4][NH2:5].O=C1[NH:12][C:11]2[C:13]([C:17](O)=[O:18])=[CH:14][CH:15]=[CH:16][C:10]=2[C:9](=[O:20])[O:8]1.Cl>O>[NH2:12][C:11]1[C:13]([C:17](=[O:18])[NH:5][CH3:4])=[CH:14][CH:15]=[CH:16][C:10]=1[C:9]([OH:8])=[O:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 6364545Methylamine hydrochlorideHCID 103529652,4-Dioxo-1,4-dihydro-2H-3,1-benzoxazine-8-carboxylic acid

Product 1

HCID 10397731HCID 10397731, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Aq NaOH (23.4 mL, 46.8 mmol) was added to a solution of methylamine hydrochloride (3.52 g, 53.7 mmol) in H2O (37 mL). 2,4-dioxo-2,4-dihydro-1H-benzo[d][1,3]oxazine-8-carboxylic acid 29 (3.23 g, 15.6 mmol) was in portions. After addition was complete, the solution was stirred at ambient temperature for 1.5 h. 6M HCl was added until pH=3. The resulting precipitate was collected by filtration, rinsed with H2O and dried to give 31 (2.60 g, 86% yield).

Workup

  1. additionAfter addition
  2. filtrationThe resulting precipitate was collected by filtration
  3. washrinsed with H2O
  4. customdried

Sources & evidence

ORD record
ord-0bb580d010c945bc85e05c24183c3485
Source dataset
uspto-grants-2016_05
Patent number
US09326986B2

Reaction notes

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