1,2-Dichloroethane → HCID 7944366, compound

HRID 2186770Notes

Reaction equation

HRID 2186770 reaction equation
[C:1]1([CH:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:8]([NH:10][C:11]2[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][CH:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26][NH:27][CH3:28].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>C(Cl)Cl.C(Cl)(Cl)Cl>[C:1]1([CH:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:8]([NH:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([N:27]([CH3:28])[CH3:26])=[O:16])=[CH:13][CH:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 674DimethylamineHCID 757711-HydroxybenzotriazoleHCID 670527HCID 670527, compound

Product 1

HCID 7944366HCID 7944366, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 4-diphenylacetylamino-benzoic acid (150 mg, 0.45 mmol), dimethylamine (2.0 M in THF, 203 mg, 0.24 mL, 4.5 mmol), EDC (86 mg, 0.45 mmol) and HOBT (61 mg, 0.45 mmol) in CH2Cl2 (15 mL) was stirred at room temperature for 17 h. The reaction mixture was diluted with CHCl3 and washed with 10 N HCl (4 mL), sat'd aq NaHCO3 (4 mL) and sat'd aq brine. The organic solution was dried and concentrated in vacuo to give the title compound as a white solid (100 mg).

Workup

  1. washwashed with 10 N HCl (4 mL)
  2. customThe organic solution was dried
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-89410f48eb43474c961c48d385a1dcef
Source dataset
uspto-grants-2002_06
Patent number
US06407120B1

Reaction notes

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