Formic Acid → HCID 22915326, compound

HRID 1377784Notes

Reaction equation

HRID 1377784 reaction equation
[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[S:12][C:11]=2[C:10]([CH:22]=O)=[CH:9][CH:8]=1.[CH:25]([OH:27])=O.[OH-].[Na+].[CH:30]([NH2:32])=O>O>[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[S:12][C:11]=2[C:10]([CH2:22][N:32]([CH3:30])[CH:25]=[O:27])=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 713FormamideHCID 14798Sodium HydroxideHCID 22915327HCID 22915327, compound

Product 1

HCID 22915326HCID 22915326, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of [[3-(dimethylamino)propyl]amino]-9-oxothioxanthen-4-carboxaldehyde (3.6 g; 10.57 mmol) in 50 mL of formamide containing 3.6 g of formic acid was refluxed for 1.5 h and then was allowed to stand at room temperature overnight. the reaction mixture was diluted with water (400 mL), basified with 3 mL of 5N NaOH solution, stirred rapidly for 30 min, and the precipitated solid was filtered, washed with water, and dried, yielding 3.1 g (79%) of N-[[1-[[3-(dimethylamino)propyl]amino]-9-oxothioxanthen-4-yl]methyl]-N-methyl formamide (Formula I: R1 =R2 =Me; Q=CH2NHCHO; R8 =H; n=3), as a yellow powder.

Workup

  1. filtrationthe precipitated solid was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-8734cf8355c148839a76d1b8c72c5b01
Source dataset
uspto-grants-1997_09
Patent number
US05665760

Reaction notes

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