Thionyl Chloride → HCID 14279665, 화합물

HRID 2291771노트

반응식

HRID 2291771 반응식
[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]

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 14347810HCID 14347810, 화합물

생성물 1

HCID 14279665HCID 14279665, 화합물수율 78.8%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6facb16927f34d51be7e96de3080bb5f
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04798620

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