Einecs 211-027-4 → HCID 18766621, compound

HRID 480717Notes

Reaction equation

HRID 480717 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]#[N:12])[S:8][C:7]=2[CH:13]=1.[Cl-].[NH+]1C=CC=CC=1>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:11]#[N:12])[S:8][C:7]=2[CH:13]=1

Participants

3

Reactant 2

HCID 69401Einecs 211-027-4HCID 133482646-Methoxybenzo[b]thiophene-2-carbonitrile

Product 1

HCID 18766621HCID 18766621, compoundYield 71%

Conditions

Temperature
195 °C

Procedure

A mixture of 6-methoxybenzo[b]thiophene-2-carbonitrile (2.6 g, 13.74 mmol) and pyridinium chloride (12.5 g, 108.17 mmol) was heated at 190-200° C. for 1.5 h. The mixture was allowed to cool to room temperature and then triturated with cold water (30 mL). The precipitated solid was collected by filtration, washed with water (10 mL), and recrystallized from toluene to give 1.7 g (71%) of 6-hydroxybenzo[b]thiophene-2-carbonitrile as a brown solid, mp 195-198° C.

Workup

  1. temperatureto cool to room temperature
  2. customtriturated with cold water (30 mL)
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water (10 mL)
  5. customrecrystallized from toluene

Sources & evidence

ORD record
ord-3e3948bd56934758b015e4cc1c1fd7f2
Source dataset
uspto-grants-2003_11
Patent number
US06653340B1

Reaction notes

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