Pyridinium chloride → Ditriphenyleno[2,3-b:2',3'-d]thiophene-6,14-diol

HRID 1753710Notes

Reaction equation

HRID 1753710 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:39](=[CH:40][CH:41]=1)[C:38]1[C:12](=[CH:13][C:14]3[C:18]4[CH:19]=[C:20]5[C:33](=[CH:34][C:17]=4[S:16][C:15]=3[CH:37]=1)[C:32]1[C:27](=[CH:28][C:29]([O:35]C)=[CH:30][CH:31]=1)[C:26]1[C:21]5=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:11]1[C:6]2=[CH:7][CH:8]=[CH:9][CH:10]=1.Cl.N1C=CC=CC=1>>[CH:22]1[CH:23]=[CH:24][CH:25]=[C:26]2[C:21]=1[C:20]1[C:33]([C:32]3[C:27]2=[CH:28][C:29]([OH:35])=[CH:30][CH:31]=3)=[CH:34][C:17]2[S:16][C:15]3[CH:37]=[C:38]4[C:12]([C:11]5[C:6]([C:5]6[C:39]4=[CH:40][CH:41]=[C:3]([OH:2])[CH:4]=6)=[CH:7][CH:8]=[CH:9][CH:10]=5)=[CH:13][C:14]=3[C:18]=2[CH:19]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 867300076,14-Dimethoxyditriphenyieno[2,3-b:2',3'-d]thiophene

Product 1

HCID 86730008Ditriphenyleno[2,3-b:2',3'-d]thiophene-6,14-diolYield 88%

Conditions

Temperature
220 °C

Procedure

A mixture of 9.8 g (18 mmol) of 6,14-dimethoxyditriphenyleno[2,3-b:2′,3′-d]thiophene, 31.2 g (270 mmol) of pyridine hydrochloride, was degassed and placed under nitrogen, and then heated at 220° C. for 6 h, the mixture was allowed to cool to room temperature and water was added. The resulting solid was filtered off, washed with water, and dried under high vacuum to give the product (8.2 g, 15.8 mmol, 88%).

Workup

  1. customwas degassed
  2. temperatureto cool to room temperature
  3. additionwater was added
  4. filtrationThe resulting solid was filtered off
  5. washwashed with water
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-5523ef82e52340db9051ec4d358d2672
Source dataset
uspto-grants-2015_10
Patent number
US09166177B2

Reaction notes

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