Formic Acid → HCID 18387482, compound

HRID 2296620Notes

Reaction equation

HRID 2296620 reaction equation
[ClH:1].[N+:2]([C:5]1[CH:6]=[CH:7][C:8]2[O:14][CH2:13][CH2:12][NH:11][CH2:10][C:9]=2[CH:15]=1)([O-:4])=[O:3].C=O.[CH:18](O)=O.[OH-].[Na+]>O>[ClH:1].[CH3:18][N:11]1[CH2:10][C:9]2[CH:15]=[C:5]([N+:2]([O-:4])=[O:3])[CH:6]=[CH:7][C:8]=2[O:14][CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 18387476216008-27-4

Product 1

HCID 18387482HCID 18387482, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 7-nitro-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride (11.53 g, 50 mmol), 37% formaldehyde (25 ml, 335 mmol) and 88% formic acid (15 ml, 340 mmol) was heated at 80° C. for 24 h, cooled and poured into water (150 ml). The suspension was Is basified with 25% aqueous sodium hydroxide to give a brown solid (7.52 g). The aqueous layer was extracted with methylene chloride (3×200 ml), washed with saturated brine solution, and dried over magnesium sulphate to give yellow crystals (1.02 g). This sample was combined with the solid obtained earlier and suspended in isopropanol (750 ml), refluxed for several hours and then filtered. The filtrate was acidified to give the title compound (9.51 g).

Workup

  1. temperaturecooled

Sources & evidence

ORD record
ord-e8fb9aff2ab645e2956e7959a07f33f8
Source dataset
uspto-grants-2002_12
Patent number
US06489322B1

Reaction notes

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