2-Chloroethyl isocyanate → HCID 14627707, compound

HRID 581026Notes

Reaction equation

HRID 581026 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.[Cl:18][CH2:19][CH2:20][N:21]=[C:22]=[O:23]>ClCCl>[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:22]([NH:21][CH2:20][CH2:19][Cl:18])=[O:23])[CH:3]1[OH:16])=[N:10][O:11][N:12]=3

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 11107308(+)-7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano[2,3-f]benz-2,1,3-oxadiazole

Product 1

HCID 14627707HCID 14627707, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

400 mg (1.70 mmol) of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-amino-6H-pyrano[2,3-f]benzo-2,1,3-oxadiazole and 40 ml of dichloromethane were stirred at room temperature, and 200 μl (1.87 mmol) of 2-chloroethyl isocyanate were added thereto and stirred for 6 hours. The crystals precipitated were filtered off to obtain 480 mg of the intended compound as colorless crystals. (yield: 83%).

Workup

  1. customThe crystals precipitated
  2. filtrationwere filtered off

Sources & evidence

ORD record
ord-e7077c1e45f7407f824ab4fcdcc3f0d3
Source dataset
uspto-grants-1999_07
Patent number
US05919806

Reaction notes

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