Formic Acid → HCID 18947262, compound

HRID 2226206Notes

Reaction equation

HRID 2226206 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.C(O)=O.[OH-].[Na+].[CH:30]([NH2:32])=[O:31]>O>[CH3:24][N:2]([CH3:1])[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][NH:32][CH:30]=[O:31])=[CH:9][CH:8]=1

Participants

6

Reactant 4

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

Product 1

HCID 18947262HCID 18947262, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1-[[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 rain, 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]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-550f1ba4e25a443f8963177a6d44f25a
Source dataset
uspto-grants-1994_09
Patent number
US05346917

Reaction notes

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