1,2-Dichloroethane → HCID 22593706, compound

HRID 1761065Notes

Reaction equation

HRID 1761065 reaction equation
[CH2:1](Cl)[CH2:2]Cl.Cl.CN.[CH:8]1[CH:9]=[CH:10][C:11]2N(O)N=N[C:12]=2[CH:13]=1.O.[CH2:19](N(CC)CC)[CH3:20].[CH3:26][N:27]([CH:29]=[O:30])C>>[CH3:26][NH:27][C:29]([C:19]1[CH2:20][C:12]2[C:11]([C:1]=1[CH3:2])=[CH:10][CH:9]=[CH:8][CH:13]=2)=[O:30]

Participants

6

Reactant 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 8471TriethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 6364545Methylamine hydrochloride

Product 1

HCID 22593706HCID 22593706, compoundYield 86%

Procedure

EDC (1.53 g, 0.01 mole) was added to a solution of 3-methyl-2-inden-2-carboxylic acid (1.91 g, 0.01 mole), methylamine hydrochloride (0.675 g, 0.01 mole), HOBt H2O (1.53 g, 0.01 mole) and triethylamine (4.0 mL, 0.028 mole) in anhydrous DMF (80 mL) at RT. The reaction was stirred overnight, then was concentrated in vacuo. The residue was diluted with 5% NaHCO3 and the resulting white precipitate was collected, washed with water and dried at 50° C. in a vacuum oven to afford the title compound (1.6 g, 86%) as a white solid: MS (ES) n/e 188.2 (M+H)+.

Workup

  1. concentrationwas concentrated in vacuo
  2. additionThe residue was diluted with 5% NaHCO3
  3. customthe resulting white precipitate was collected
  4. washwashed with water
  5. customdried at 50° C. in a vacuum oven

Sources & evidence

ORD record
ord-aeb2ebd3f3fd46349e6381aa7ce7601d
Source dataset
uspto-grants-2005_01
Patent number
US06846819B1

Reaction notes

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