Triethylamine → 2-(ethylthio)-N'-(4-pentylbenzoyl)benzohydrazide

HRID 1924425Notes

Reaction equation

HRID 1924425 reaction equation
[CH2:1]([C:6]1[CH:15]=[CH:14][C:9]([C:10]([NH:12][NH2:13])=[O:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C(N(CC)CC)C.[CH2:23]([S:25][C:26]1[CH:34]=[CH:33][CH:32]=[CH:31][C:27]=1[C:28](Cl)=[O:29])[CH3:24]>C(Cl)Cl>[CH2:23]([S:25][C:26]1[CH:34]=[CH:33][CH:32]=[CH:31][C:27]=1[C:28]([NH:13][NH:12][C:10](=[O:11])[C:9]1[CH:8]=[CH:7][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:15][CH:14]=1)=[O:29])[CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27276894-PentylbenzohydrazideHCID 148531752-(Ethylthio)benzoyl chloride

Product 1

HCID 595326112-(ethylthio)-N'-(4-pentylbenzoyl)benzohydrazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a stirring solution of 4-pentylbenzohydrazide (1-C) (206 mg, 1.0 mmol) and triethylamine (153 μL, 1.1 mmol) in methylene chloride (5 mL) was added a solution of 2-(ethylthio)benzoyl chloride (1-B) (210 mg, 1.0 mmol) in methylene chloride (2.0 mL). After stirring at room temperature for 18 h, the mixture was diluted with methylene chloride and washed with water, 10% NaHCO3, brine, dried (MgSO4) and evaporated in vacuo to give 2-(ethylthio)-N′-(4-pentylbenzoyl)benzohydrazide (1-D). MS m/z 371 (M+1).

Workup

  1. washwashed with water, 10% NaHCO3, brine
  2. dry with materialdried (MgSO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-133a714c2eb54102b48d720a5aeb566d
Source dataset
uspto-grants-2012_05
Patent number
US08178546B2

Reaction notes

Loading…