Dimethylformamide → HCID 70468091, compound

HRID 1249431Notes

Reaction equation

HRID 1249431 reaction equation
[NH2:1][C:2]1[C:15]2[C:14](=[NH:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([NH2:18])=[C:4]([C:19]([OH:21])=[O:20])[C:3]=1[C:22]([OH:24])=[O:23].C[O-].[Na+].CN(C)C=O.Cl[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][OH:40]>O>[OH:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][N:16]=[C:14]1[C:15]2[C:2]([NH2:1])=[C:3]([C:22]([OH:24])=[O:23])[C:4]([C:19]([OH:21])=[O:20])=[C:5]([NH2:18])[C:6]=2[C:7](=[O:17])[C:8]2[C:13]1=[CH:12][CH:11]=[CH:10][CH:9]=2

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 748286-Chloro-1-hexanolHCID 10942334Sodium MethoxideHCID 131715006HCID 131715006, compound

Product 1

HCID 70468091HCID 70468091, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 9.2 g of 1,4-diaminoanthraquinone-2,3-dicarboxylic acid imide, 1.8 g of sodium methylate and 50 g of dimethylformamide is heated to 100° C., 4.9 g of 6-chlorohexan-1-ol are added, the mixture is heated at 100° C. for 3 hours, allowed to cool and poured onto 300 g of water, and the precipitated product is filtered off under suction, washed with water, dried and then recrystallized from 1,1,2-trichloroethane.

Workup

  1. temperaturethe mixture is heated at 100° C. for 3 hours
  2. temperatureto cool
  3. filtrationthe precipitated product is filtered off under suction
  4. washwashed with water
  5. customdried
  6. customrecrystallized from 1,1,2-trichloroethane

Sources & evidence

ORD record
ord-bf29eebda674469b88bf4950b8df5e5d
Source dataset
uspto-grants-1986_12
Patent number
US04631328

Reaction notes

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