Dichloromethane → HCID 86751743, compound

HRID 1940204Notes

Reaction equation

HRID 1940204 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[NH:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])=S.Cl.[NH:24]([CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[NH2:25].ClCCl>C(O)C>[CH2:30]([O:29][C:27]([CH2:26][NH:24][N:25]=[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])[C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[NH:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:28])[CH3:31]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 11593468Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 54506752HCID 54506752, compound

Product 1

HCID 86751743HCID 86751743, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 5-chloro-2-neopentylaminophenyl 2-chlorophenyl thioketone (0.54 g) in ethanol (7 ml) was added ethyl hydrazinoacetate hydrochloride (0.11 g). The mixture was stirred for one day at 70° C. To the reaction mixture was added dichloromethane (50 ml), which was washed with water and, then, dried over anhydrous sodium sulfate. The solvent was distilled off. The residue was purified by means of a silica-gel column chromatography (hexane:acetic acid ethyl ester=15:1 v/v as an eluent) to give 0.16 g of an oily product.

Workup

  1. washwas washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. distillationThe solvent was distilled off
  4. customThe residue was purified by means of a silica-gel column chromatography (hexane

Sources & evidence

ORD record
ord-85cd36372fea4ee19af1ca56d1d0fbcf
Source dataset
uspto-grants-1997_12
Patent number
US05698691

Reaction notes

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