1,2-Dichloroethane → HCID 22593706, compound

HRID 225861Notes

Reaction equation

HRID 225861 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

7

Reactant 6

HCID 111,2-DichloroethaneHCID 962WaterHCID 6228DimethylformamideHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 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) m/e 188.2 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-5a64202178324ec494b317239d4c9761
Source dataset
uspto-grants-2009_07
Patent number
US07557125B2

Reaction notes

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