Sodium Chloride → HCID 70635991, compound

HRID 1974014Notes

Reaction equation

HRID 1974014 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]1[C:13]2[CH:8]([CH2:9][CH:10]=[CH:11][CH:12]=2)[CH:7]([CH3:14])[CH2:6][C:5]1([CH3:16])[CH3:15].P(Cl)(Cl)(Cl)=[O:18].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[Cl-].[Na+]>O>[Cl:1][CH2:2][CH2:3][N:4]1[C:13]2[CH:8]([CH2:9][CH:10]=[CH:11][CH:12]=2)[CH:7]([CH3:14])[CH2:6][C:5]1([CH3:15])[CH3:16].[OH:18][CH2:2][CH2:3][N:4]1[C:13]2[CH:8]([CH2:9][CH:10]=[CH:11][CH:12]=2)[CH:7]([CH3:14])[CH2:6][C:5]1([CH3:16])[CH3:15]

Participants

7

Reactant 4

HCID 5234Sodium ChlorideHCID 14812Phosphorus oxide (P4O10)HCID 24813Phosphorus oxychlorideHCID 86734320HCID 86734320, compound

Product 2

HCID 70635991HCID 70635991, compoundHCID 86734320HCID 86734320, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

9.2 parts of 4-bromo-N-ethylnaphtholactam and 8 parts of N-β-chloroethyl-2,2,4-trimethyltetrahydroquinoline are stirred with 20 parts of phosphorus oxychloride and 6 parts of phosphorus pentoxide are then introduced whilst stirring. The mixture is gradually heated to 95° C and is then kept at this temperature for 2 hours. It is then stirred into 400 parts of water, 20 parts of sodium chloride are added and the dyestuff is separated from the solution after stirring for several hours. It is recrystallised from 500 parts of water with addition of 1 part of active charcoal. After precipitation with sodium chloride, it crystallises as the salt of the formula ##STR9## This dyestuff gives clear blue dyeings, distinguished by very good fastness properties, on materials of polyacrylonitrile, acid-modified polyesters and acid-modified polyamides. The same dyestuff is also obtained if instead of N-β-chloroethyl-2,2,4-trimethyltetrahydroquinoline the equivalent amount of N-β-hydroxyethyl-2,2,4-trimethyltetrahydroquinoline is employed.

Workup

  1. additionare then introduced
  2. additionare added
  3. customthe dyestuff is separated from the solution
  4. stirringafter stirring for several hours
  5. customIt is recrystallised from 500 parts of water with addition of 1 part of active charcoal
  6. customAfter precipitation with sodium chloride, it
  7. customcrystallises as the salt of the formula ##STR9## This dyestuff
  8. customgives clear blue dyeings

Sources & evidence

ORD record
ord-76729a1812e341c782871c706a8f25ef
Source dataset
uspto-grants-1976_12
Patent number
US04000141

Reaction notes

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