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Hydrochloric Acid → HCID 178490721, 화합물

HRID 1660792
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HRID 1660792 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]3[O:20][CH2:19][CH2:18][N:17]([S:21]([C:24]4[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=4[O:31][CH3:32])(=[O:23])=[O:22])[C:16]=3[CH:33]=2)=[O:11])=[CH:5][CH:4]=1)#[N:2].[Cl-].[NH4+].[N-:36]=[N+:37]=[N-:38].[Na+].Cl>CN(C)C=O>[NH:36]1[C:1]([C:3]2[CH:4]=[CH:5][C:6]([NH:9][C:10]([C:12]3[CH:13]=[CH:14][C:15]4[O:20][CH2:19][CH2:18][N:17]([S:21]([C:24]5[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:25]=5[O:31][CH3:32])(=[O:23])=[O:22])[C:16]=4[CH:33]=3)=[O:11])=[CH:7][CH:8]=2)=[N:2][N:38]=[N:37]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 667886204-(5-chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid (4-cyano-phenyl)-amide

생성물 1

HCID 178490721HCID 178490721, 화합물

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A microwave tube was charged with a solution of 4-(5-chloro-2-methoxybenzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid (4-cyano-phenyl)-amide (50 mg, 0.10 mmol) in dimethylformamide (2.0 mL). Ammonium chloride (102 mg, 1.9 mmol) and sodium azide (121 mg, 1.9 mmol) were added and the tube was sealed under an argon atmosphere and irradiated in a microwave oven at a temperature of 155° C. for 35 min. The mixture was then acidified with HCl 1N and extracted three times with ethyl acetate. The combined organic extracts were dried over sodium sulfate and evaporated. The crude was resuspended in dichloromethane and sonicated. Filtration yielded 4-(5-chloro-2-methoxy-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid [4-(1H-tetrazol-5-yl)-phenyl]-amide as a white solid, 35 mg (64%), MS (ISP): m/e=525.0, 527.0 (M−H).

후처리

  1. customthe tube was sealed under an argon atmosphere
  2. customirradiated in a microwave oven at a temperature of 155° C. for 35 min
  3. extractionextracted three times with ethyl acetate
  4. dry with materialThe combined organic extracts were dried over sodium sulfate
  5. customevaporated
  6. customsonicated
  7. filtrationFiltration

출처 및 근거

ORD 기록
ord-cecd7e35f90447a7a636ebf626c59d4f
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030308B2

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