Dichloromethane → HCID 19858082, compound

HRID 2073395Notes

Reaction equation

HRID 2073395 reaction equation
[CH3:1][C:2]1([CH3:25])[C:6](=[O:7])[O:5][C:4]2[CH:8]=[CH:9][C:10]3[C:15]([C:3]1=2)=[CH:14][C:13]([CH2:16][N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)=[C:12]([C:22](Cl)=[O:23])[CH:11]=3.Cl.[CH3:27][NH:28][CH3:29].ClCCl.C(N(CC)CC)C>O>[CH3:1][C:2]1([CH3:25])[C:6](=[O:7])[O:5][C:4]2[CH:8]=[CH:9][C:10]3[C:15]([C:3]1=2)=[CH:14][C:13]([CH2:16][N:17]1[CH:21]=[N:20][CH:19]=[N:18]1)=[C:12]([C:22]([N:28]([CH3:29])[CH3:27])=[O:23])[CH:11]=3

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 19858081HCID 19858081, compound

Product 1

HCID 19858082HCID 19858082, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1,2-dihydro-1,1-dimethyl-2-oxo-8-(1H-1,2,4-triazol-1-ylmethyl)naphtho[2,1-b]furan-7-carbonyl chloride, dimethylamine hydrochloride (0.25 g) and dichloromethane (2 ml) was stirred at 0° and treated with triethylamine (1 ml), and stirring was continued for 0.5 h. The mixture was treated with water (10 ml) and extracted twice with chloroform, and the combined extracts were dried and evaporated to dryness under reduced pressure. The residue was purified by flash chromatography, using methanol:dichloromethane, 1:50 v/v, as eluant, to give 1,2-dihydro-1,1,N,N-tetramethyl-2-oxo-8-(1H-1,2,4-triazol-1-ylmethyl)naphtho[2,1-b]furan-7-carboxamide, m.p. 172°-173°.

Workup

  1. stirringstirring
  2. extractionextracted twice with chloroform
  3. customthe combined extracts were dried
  4. customevaporated to dryness under reduced pressure
  5. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-38e302295a8e41459084937be4a9886c
Source dataset
uspto-grants-1990_04
Patent number
US04916148

Reaction notes

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