Carbofuran → 2,3-Dihydro-2,2-dimethyl-7-nitrobenzofuran

HRID 904612

反応式

HRID 904612 の反応式
[CH3:1][C:2]1([CH3:16])[O:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2OC(NC)=O)[CH2:3]1.C(OC1C=CC=CC=1[N+:28]([O-:30])=[O:29])C(=C)C>>[CH3:1][C:2]1([CH3:16])[CH2:3][C:4]2[CH:5]=[CH:6][CH:7]=[C:8]([N+:28]([O-:30])=[O:29])[C:9]=2[O:10]1

参加物

3

実験手順

Carbofuran is a commercially available material. It is manufactured by the simultaneous thermal rearrangement and cyclization of 1-methallyloxy-2-nitrobenzene to form 2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran, which is then reduced to the amine, then diazotized and converted to 2,3-dihydro-2,2-dimethylbenzofuran-7-ol, and then esterified with methyl isocyanate. In an alternative procedure, 2-methallyloxyphenol is thermally rearranged and cyclized to form 2,3-dihydro-2,2-dimethylbenzofuran-7-ol, which is then treated simultaneously with methyl isocyanate and triethylamine. The starting material 2-methallyloxyphenol can be prepared by reacting catechol with potassium carbonate and potassium iodide in dry acetone under a nitrogen atmosphere. Further particulars of each of these procedures will be readily apparent to those skilled in the art.

出典と根拠

ORDレコード
ord-8f692afd6dc7471c8767389e181aefe2
出典データセット
uspto-grants-1983_12
特許番号
US04419350

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