Triethylamine → HCID 85438543, compound

HRID 2398522Notes

Reaction equation

HRID 2398522 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].[Cl:8]([O-:12])(=[O:11])(=[O:10])=[O:9].Cl[C:14]([CH3:27])=[CH:15][C:16]1[S:17][C:18]2[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=2[N+:20]=1[CH2:21][CH3:22]>C(#N)C>[Cl:8]([O-:12])(=[O:11])(=[O:10])=[O:9].[CH2:1]([N+:3]1[C:6]2[C:19](=[CH:18][CH:26]=[CH:25][CH:7]=2)[CH:23]=[CH:5][C:4]=1[C:27]#[C:14][CH:15]=[C:16]1[N:20]([CH2:21][CH3:22])[C:19]2[CH:23]=[CH:24][CH:25]=[CH:26][C:18]=2[S:17]1)[CH3:2]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 714447092-(2-Chloroprop-1-en-1-yl)-3-ethyl-1,3-benzothiazol-3-ium perchlorate

Product 1

HCID 85438543HCID 85438543, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Triethylamine (2.1 ml, 0.015 mol) is added to a stirred suspension of 2-(2-chloropropenyl)-3-ethylbenzothiazolium perchlorate and anhydro-1-ethyl-2-sulfoquinolinium hydroxide (1.19 g, 0.005 mol) in acetonitrile. The mixture is stirred for 5 minutes, filtered, and the filtrate is diluted to 200 ml. with ether. The ether is decanted and the residue treated with methanol (25 ml). After chilling, the solid is collected and recrystallized from methanol. The yield of purified dye is 0.32 g (14%) mp indistinct.

Workup

  1. filtrationfiltered
  2. additionthe filtrate is diluted to 200 ml
  3. customThe ether is decanted
  4. additionthe residue treated with methanol (25 ml)
  5. temperatureAfter chilling
  6. customthe solid is collected
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-3910924b0bd04be3a214dbef83aa032f
Source dataset
uspto-grants-1977_05
Patent number
US04025349

Reaction notes

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