2-Thiopheneacetyl chloride → HCID 19838443, compound

HRID 476767Notes

Reaction equation

HRID 476767 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7](Cl)=[O:8].Cl.[CH2:11]([NH:14][CH:15]1[CH2:27][C:26]2[C:18](=[CH:19][C:20]3[CH2:24][CH2:23][O:22][C:21]=3[CH:25]=2)[CH2:17][CH2:16]1)[CH2:12][CH3:13]>C1C=CC=CC=1.C(N(CC)CC)C.O>[CH2:11]([N:14]([CH:15]1[CH2:27][C:26]2[C:18](=[CH:19][C:20]3[CH2:24][CH2:23][O:22][C:21]=3[CH:25]=2)[CH2:17][CH2:16]1)[C:7](=[O:8])[CH2:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[CH2:12][CH3:13]

Participants

6

Reactant 2

HCID 1623622-Thiopheneacetyl chlorideHCID 19838488HCID 19838488, compound

Product 1

HCID 19838443HCID 19838443, compoundYield 22%

Reagents, catalysts & solvents 3

HCID 241BenzeneSolvent2×HCID 962WaterSolventHCID 8471TriethylamineSolvent

Procedure

A solution of (2-thienyl)acetyl chloride in 15 ml of benzene is added dropwise to a solution of 13 g of the compound of Example 34 in 160 ml of benzene and 10.2 g of triethylamine. After being stirred at room temperature for 3 hours, the mixture is diluted with water, extracted with anhydrous sodium acetate and then evaporated under vacuum. After passage through a silica column using a mixture of methylene chloride and ethyl acetate (95:5) as eluant, 4 g of oil are obtained.

Workup

  1. extractionextracted with anhydrous sodium acetate
  2. customevaporated under vacuum
  3. additiona mixture of methylene chloride and ethyl acetate (95:5) as eluant

Sources & evidence

ORD record
ord-2f07cf23805b4eb9b0f5235a6c823931
Source dataset
uspto-grants-1989_12
Patent number
US04885373

Reaction notes

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