Acetic Anhydride → HCID 85438544, compound

HRID 1679497Notes

Reaction equation

HRID 1679497 reaction equation
C(N(CC)CC)C.[I-].[Cl:9][C:10]1[C:25]([Cl:26])=[CH:24][C:13]2[N+:14]([CH2:22][CH3:23])=[C:15]([CH:19]=NO)[N:16]([CH2:17][CH3:18])[C:12]=2[CH:11]=1.[Cl:27]([O-:31])(=[O:30])(=[O:29])=[O:28].Cl[C:33](C)=[CH:34][C:35]1[S:36][C:37]2[CH:45]=[CH:44][CH:43]=[CH:42][C:38]=2[N+:39]=1[CH2:40][CH3:41].C(OC(=O)C)(=O)C>C(#N)C.CCOCC>[Cl:27]([O-:31])(=[O:30])(=[O:29])=[O:28].[Cl:26][C:25]1[C:10]([Cl:9])=[CH:11][C:12]2[N+:16]([CH2:17][CH3:18])=[C:15]([C:19]#[C:33][CH:34]=[C:35]3[N:39]([CH2:40][CH3:41])[C:38]4[CH:42]=[CH:43][CH:44]=[CH:45][C:37]=4[S:36]3)[N:14]([CH2:22][CH3:23])[C:13]=2[CH:24]=1

Participants

7

Reactant 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 714447092-(2-Chloroprop-1-en-1-yl)-3-ethyl-1,3-benzothiazol-3-ium perchlorateHCID 136409720HCID 136409720, compound

Product 1

HCID 85438544HCID 85438544, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

Triethylamine (2.8 ml; 0.02 mol) is added to a stirred suspension of 5,6-Dichloro-1,3-diethyl-2-hydroxyiminomethyl benzimidazolium iodide (1.83 g, 0.005 mol), 2-(2-chloropropenyl)-3-ethyl benzothiazolium perchlorate and acetic anhydride (0.64 g, 0.006 mol) in acetonitrile (25 ml). The mixture is stirred for 5 minutes, then diluted to 200 ml with ether. The ether is decanted and the residue treated with methanol (25 ml) and chilled. After recrystallization from methanol, the yield of purified dye is 0.37 g (14%) mp indistinct.

Workup

  1. customThe ether is decanted
  2. additionthe residue treated with methanol (25 ml)
  3. temperaturechilled
  4. customAfter recrystallization from methanol

Sources & evidence

ORD record
ord-60e78e2f984f4abd8b547bcdbeb1daf3
Source dataset
uspto-grants-1978_03
Patent number
US04080496

Reaction notes

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