Dichloromethane → HCID 136408887, compound

HRID 434725Notes

Reaction equation

HRID 434725 reaction equation
[CH3:1][C:2]1([CH3:21])[CH2:6][C:5]2[C:7]([N:12]=[CH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[OH:20])=[CH:8][CH:9]=[C:10]([OH:11])[C:4]=2[O:3]1.[CH3:22][N:23]=[C:24]=[O:25].C(Cl)Cl>C(N(CC)CC)C>[CH3:22][NH:23][C:24](=[O:25])[O:11][C:10]1[C:4]2[O:3][C:2]([CH3:21])([CH3:1])[CH2:6][C:5]=2[C:7]([N:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[OH:20])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 12228Methyl IsocyanateHCID 135689626HCID 135689626, compound

Product 1

HCID 136408887HCID 136408887, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a 350 milliliter glass pressure bottle equipped with a magnetic stirrer was added 6.00 grams (0.021 moles) of 2,3-dihydro-2,2-dimethyl-4-(2-hydroxybenzylideneamino)benzofuran-7-ol prepared in part A, 1.4 grams (0.024 moles) of methyl isocyanate, 100 milliliters of methylene chloride and 0.1 milliliters of triethylamine. The resulting reaction mixture was stirred for 66 hours at room temperature and then concentrated under reduced pressure to give a yellow solid material. The yellow solid material was washed with hexane and dried to yield 6.64 grams (0.0195 moles) of 2,3-dihydro-2,2-dimethyl-4-(2-hydroxybenzylideneamino)benzofuran-7-yl methylcarbamate in the form of a yellow solid having a melting point of 201°-203° C. and the following structural formula: ##STR18##

Workup

  1. customThe resulting reaction mixture
  2. concentrationconcentrated under reduced pressure
  3. customto give a yellow solid material
  4. washThe yellow solid material was washed with hexane
  5. customdried

Sources & evidence

ORD record
ord-63c636ebdbb6440abcba368d8e3fbe06
Source dataset
uspto-grants-1983_08
Patent number
US04399148

Reaction notes

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