Water → 3-(2-amino-6-chlorobenzothiazol-5-yl)-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one

HRID 1165925노트

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HRID 1165925 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:18])=[C:6]([N:8]2[N:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[O:10][C:9]2=[O:17])[CH:7]=1.[S-:19][C:20]#[N:21].[NH4+].BrBr.O>C(O)(=O)C>[NH2:21][C:20]1[S:19][C:3]2[CH:4]=[C:5]([Cl:18])[C:6]([N:8]3[N:12]=[C:11]([C:13]([CH3:15])([CH3:14])[CH3:16])[O:10][C:9]3=[O:17])=[CH:7][C:2]=2[N:1]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 15666Ammonium thiocyanateHCID 24408BromineHCID 142806573-(5-Amino-2-chlorophenyl)-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one

생성물 1

HCID 142806583-(2-amino-6-chlorobenzothiazol-5-yl)-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one수율 84.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

3-(5-Amino-2-chlorophenyl)-5-(1,1-dimethyl-ethyl) -1,3,4-oxadiazol-2(3H)-one (38.28 g) was dissolved in 95% acetic acid (138.20 g), and ammonium thiocyanate (27.64 g) was added thereto, followed by stirring at room temperature for 3 hours. To the resultant mixture, a solution of bromine (27.64 g) in acetic acid (41.46 g) was added, followed by stirring at room temperature for 12 hours. The reaction mixture was combined with hot water (274.7 ml), heated to 100° C. and filtered while hot. The filtrate was neutralized with sodium carbonate and extracted with ethyl acetate. The extract was washed with water, dried and distilled under reduced pressure to give 3-(2-amino-6-chloro-benzothiazol -5-yl)-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2(3H)-one (39.06 g) as a resinous substance.

후처리

  1. stirringby stirring at room temperature for 12 hours
  2. temperatureheated to 100° C.
  3. filtrationfiltered while hot
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with water
  6. customdried
  7. distillationdistilled under reduced pressure

출처 및 근거

ORD 기록
ord-434b6db77f16417bad8c89d29525da06
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912225

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