Hydrochloric Acid → 2-Acetyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride

HRID 267744Notes

Reaction equation

HRID 267744 reaction equation
[C:1]([C:4]1[S:8][C:7]2[CH2:9][CH2:10][CH2:11][CH:12]([NH:13]C(=O)C)[C:6]=2[CH:5]=1)(=[O:3])[CH3:2].[ClH:17]>O>[ClH:17].[C:1]([C:4]1[S:8][C:7]2[CH2:9][CH2:10][CH2:11][CH:12]([NH2:13])[C:6]=2[CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20348948N-(2-Acetyl-4,5,6,7-tetrahydrobenzo[b]thien-4-yl)acetamide2×

Product 1

HCID 203489702-Acetyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product from Example 31, N-(2-acetyl-4,5,6,7-tetrahydrobenzo[b] thien-4-yl)acetamide (7.25 grams), is heated with 90 ml. of 1N hydrochloric acid at reflux temperature for 8.5 hours and cooled. The mixture is diluted with water and extracted with methylene chloride. The aqueous layer is then evaporated to dryness using 2-propanol for facilitating removal of water. This gives 4.85 grams of 2-acetyl 4,5,6,7-tetrahydrobenzo[b]thien-4-amine hydrochloride.

Workup

  1. temperaturecooled
  2. extractionextracted with methylene chloride
  3. customThe aqueous layer is then evaporated to dryness
  4. customremoval of water

Sources & evidence

ORD record
ord-3cb78aabfb6e429e8717db8cc4f824ef
Source dataset
uspto-grants-1976_03
Patent number
US03944567

Reaction notes

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