Diethyl Ether → HCID 10084623, compound

HRID 351110Notes

Reaction equation

HRID 351110 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[NH2:5][C:6]1[S:10][C:9]2[C:11]3[C:16]([CH2:17][C:8]=2[C:7]=1[C:18]([NH2:20])=[O:19])=[CH:15][CH:14]=[CH:13][CH:12]=3.C(OCC)C>N1C=CC=CC=1>[C:1]([NH:5][C:6]1[S:10][C:9]2[C:11]3[C:16]([CH2:17][C:8]=2[C:7]=1[C:18]([NH2:20])=[O:19])=[CH:15][CH:14]=[CH:13][CH:12]=3)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6367Acetyl chlorideHCID 10220223HCID 10220223, compound

Product 1

HCID 10084623HCID 10084623, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetyl chloride (0.039 g, 0.5 mmol) was added dropwise to a stirred solution of 2-amino-4H-indeno[1,2-b]thiophene-3-carboxylic acid amide(0.115 g, 0.5 mmol) in dry pyridine (3 mL) at room temperature. The resulting reaction mixture was stirred under nitrogen for 2 h. Ethyl ether (20 mL) was then added to the reaction mixture. The reaction mixture was allowed to stir an additional 10 minutes. The reaction mixture was then filtered, washed with excess ethyl ether, air dried to give the title compound as light brown solid (0.082 g, 0.435 mmol, 60.3% yield). ESMS m/z: 273 [M+H]+.

Workup

  1. customThe resulting reaction mixture
  2. stirringto stir an additional 10 minutes
  3. filtrationThe reaction mixture was then filtered
  4. washwashed with excess ethyl ether, air
  5. customdried

Sources & evidence

ORD record
ord-73fe2dbbfcfe48d5b116748357374bf3
Source dataset
uspto-grants-2007_02
Patent number
US07183311B2

Reaction notes

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