Acetic Acid → N-(7-Oxo-4,5,6,7-tetrahydro-1-benzothiophen-4-yl)formamide

HRID 2163447Notes

Reaction equation

HRID 2163447 reaction equation
[CH:1]([NH:3][CH:4]1[C:12]2[CH:11]=[CH:10][S:9][C:8]=2[CH2:7][CH2:6][CH2:5]1)=[O:2].C(O)(=[O:15])C>>[CH:1]([NH:3][CH:4]1[C:12]2[CH:11]=[CH:10][S:9][C:8]=2[C:7](=[O:15])[CH2:6][CH2:5]1)=[O:2]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 93944Formamide, N-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)-

Product 1

HCID 23347790N-(7-Oxo-4,5,6,7-tetrahydro-1-benzothiophen-4-yl)formamide

Procedure

A suspension of 22.4 g of ceric sulfate in 50% aqueous acetic acid is stirred overnight at room temperature and 2 g of N-formyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine is added. After 6 hours, the mixture is filtered, and the filter cake is washed with 50% aqueous acetic acid. The work-up procedure of Example 1 is then followed with the filtrate to give 1.1 g of the title compound, m.p. 102° to 114° C.

Workup

  1. waitAfter 6 hours
  2. filtrationthe mixture is filtered
  3. washthe filter cake is washed with 50% aqueous acetic acid

Sources & evidence

ORD record
ord-38b8c8964ac44bf2835597761a693178
Source dataset
uspto-grants-1979_01
Patent number
US04134899

Reaction notes

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