Formaldehyde → HCID 21192926, compound

HRID 1067288Notes

Reaction equation

HRID 1067288 reaction equation
[Cl:1][C:2]1[C:3]([NH:12][C:13](=[O:24])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH3:22])=[C:16]([Br:23])[CH:15]=2)=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][NH:9][CH2:8][CH2:7]2.[OH-].[Na+].[CH2:27]=O>C(O)=O>[Cl:1][C:2]1[C:3]([NH:12][C:13](=[O:24])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH3:22])=[C:16]([Br:23])[CH:15]=2)=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][N:9]([CH3:27])[CH2:8][CH2:7]2

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 21192936HCID 21192936, compound

Product 1

HCID 21192926HCID 21192926, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of N-(8-Chloro-1,2,3,4-tetrahydroisoquinolin-7-yl)-3-bromo-4-ethoxybenzamide (0.12 g) in 37% aqueous formaldehyde (0.63 ml) and formic acid (0.34 ml) and stirred at 80° C. for 3 h. Solid sodium hydroxide was added to neutralise the solution and the aqueous phase extracted with dichloromethane. The combined organic extracts were dried (MgSO4) and solvent removed in vacuo to give the title compound (0.11 g).

Workup

  1. extractionthe aqueous phase extracted with dichloromethane
  2. dry with materialThe combined organic extracts were dried (MgSO4) and solvent
  3. customremoved in vacuo

Sources & evidence

ORD record
ord-537b9efc721149688366f2fc99407355
Source dataset
uspto-grants-2001_06
Patent number
US06248754B1

Reaction notes

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