Chloroacetyl chloride → HCID 14673925, compound

HRID 1199417Notes

Reaction equation

HRID 1199417 reaction equation
[CH3:1][C:2]1([CH3:17])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH2:15])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3.C(N(CC)CC)C.[Cl:25][CH2:26][C:27](Cl)=[O:28]>C(Cl)Cl>[CH3:1][C:2]1([CH3:17])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([NH:15][C:27](=[O:28])[CH2:26][Cl:25])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 11107308(+)-7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano[2,3-f]benz-2,1,3-oxadiazole

Product 1

HCID 14673925HCID 14673925, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 200 mg (0.85 m mol) of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano [2,3-f] benzo-2,1,3-oxadiazole, 130 μl (0.935 m mol) of triethylamine and 20 ml of methylene chloride was added with 74 μl (0.935 m mol) of chloroacetyl chloride with stirring at the room temperature, followed by further stirring for 30 minutes. After the completion of the reaction, the precipitated crystals were separated by filtration to obtain 201 mg (yield: 76%) of the intended compound.

Workup

  1. stirringby further stirring for 30 minutes
  2. customAfter the completion of the reaction
  3. customthe precipitated crystals were separated by filtration

Sources & evidence

ORD record
ord-aa7b3984194345faa023c5a496303328
Source dataset
uspto-grants-1990_02
Patent number
US04900752

Reaction notes

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