Thionyl Chloride → HCID 14279665、化合物

HRID 2291771ノート

反応式

HRID 2291771 の反応式
[C:1]([CH2:4][N:5]1[C:10]2[CH:11]=[C:12]([N:16]3[C:24](=[O:25])[C:23]4[CH2:22][CH2:21][CH2:20][CH2:19][C:18]=4[C:17]3=[O:26])[C:13]([F:15])=[CH:14][C:9]=2[O:8][CH2:7][C:6]1=[O:27])(=O)[NH2:2].S(Cl)(Cl)=O>CN(C)C=O.C1(C)C=CC=CC=1>[C:1]([CH2:4][N:5]1[C:10]2[CH:11]=[C:12]([N:16]3[C:17](=[O:26])[C:18]4[CH2:19][CH2:20][CH2:21][CH2:22][C:23]=4[C:24]3=[O:25])[C:13]([F:15])=[CH:14][C:9]=2[O:8][CH2:7][C:6]1=[O:27])#[N:2]

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 14347810HCID 14347810、化合物

生成物 1

HCID 14279665HCID 14279665、化合物収率 78.8%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 1140Toluene溶媒

実験手順

N,N-dimethylformamide (3 drops) was added to a mixture consisting of 2-[4-carbamoylmethyl-7-fluoro-2H-1,4-benzoxazin-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (0.2 g), toluene (30 ml) and thionyl chloride (0.2 g), and then the mixture was refluxed under heating for 3 hours. After the solvent was concentrated, toluene (50 ml) was added and fully mixed therewith, and then toluene was distilled off. The resulting solid was recrystalled from ethanol to give the desired 2-[4-cyanomethyl-7-fluoro-2H-1,4-benzoxazin-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (0.15 g). mp. 225°-229° C.

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 3 hours
  3. concentrationAfter the solvent was concentrated
  4. additiontoluene (50 ml) was added
  5. additionfully mixed
  6. distillationtoluene was distilled off

出典と根拠

ORDレコード
ord-6facb16927f34d51be7e96de3080bb5f
出典データセット
uspto-grants-1989_01
特許番号
US04798620

反応ノート

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