1,2-Dichloroethane → HCID 57936326, compound

HRID 1434930Notes

Reaction equation

HRID 1434930 reaction equation
[CH3:1][C:2]([CH3:12])([CH2:6][C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)[C:3](O)=[O:4].C1C=CC2N(O)N=[N:19][C:17]=2C=1.C(Cl)CCl.C(N(CC)CC)C.CN>ClCCl>[CH3:1][C:2]([CH3:12])([CH2:6][C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)[C:3]([NH:19][CH3:17])=[O:4]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 6329MethylamineHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 104877462,2-Dimethyl-3-(thiophen-2-yl)propanoic acid

Product 1

HCID 57936326HCID 57936326, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2,2-dimethyl-3-thiophen-2-yl-propionic acid (315 mg, 1.589 mmol) in 10 ml of dichloromethane was treated successively with HOBt (257 mg, 1.9 mmol), EDC (364 mg, 1.9 mmol) and triethylamine (0.223 ml, 1.6 mmol). The mixture was stirred for 20 minutes, then methylamine (0.621 ml, 8 mmol) was added and stirring was continued for 18 hours. The solvent was then evaporated and the crude was redissolved in ether, washed with 2N-HCl, saturated sodium bicarbonate and brine. Drying over sodium sulfate and evaporation gave a yellow-brown oil which was used without further purification. Yield: 244 mg (78%).

Workup

  1. stirringstirring
  2. waitwas continued for 18 hours
  3. customThe solvent was then evaporated
  4. dissolutionthe crude was redissolved in ether
  5. washwashed with 2N-HCl, saturated sodium bicarbonate and brine
  6. dry with materialDrying over sodium sulfate and evaporation
  7. customgave a yellow-brown oil which
  8. customwas used without further purification

Sources & evidence

ORD record
ord-2da47615d81e4713bbd9c182efd2e858
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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