Phosphorus oxychloride → 5-Chlorotetrazolo(1,5-a][1,7]naphthyridine

HRID 47461노트

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HRID 47461 반응식
[N:1]1[N:5]2[C:6]3[C:11]([C:12](O)=[CH:13][C:4]2=[N:3][N:2]=1)=[CH:10][CH:9]=[N:8][CH:7]=3.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:12]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][CH:10]=2)[N:5]2[N:1]=[N:2][N:3]=[C:4]2[CH:13]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178515416HCID 178515416, 화합물

생성물 1

HCID 120158005-Chlorotetrazolo(1,5-a][1,7]naphthyridine

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온도
90 °C

실험 절차

A suspension of tetrazolo[1,5-a][1,7]naphthyridin-5-ol (3.5 g) in phosphorous oxychloride (15 mL) was heated at 90° C. for 2 hours. The reaction mixture was concentrated under vacuum. The residue was poured into ice water, dichloromethane was added followed by the addition of 10% sodium hydroxide to neutral pH. The product was partitioned into dichloromethane. The dichloromethane layer was separated, dried over magnesium sulfate then concentrated under vacuum to provide 3.8 g of 5-chlorotetrazolo[1,5-a][1,7]naphthyridine as a solid, m.p. 176-177° C. Analysis: Calculated for C8H4ClN5: %C, 46.73; %H, 1.96; %N, 34.06. Found: %C, 46.80; %H, 2.16; %N, 34.45.

후처리

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. additionThe residue was poured into ice water, dichloromethane
  3. additionwas added
  4. additionfollowed by the addition of 10% sodium hydroxide to neutral pH
  5. customThe product was partitioned into dichloromethane
  6. customThe dichloromethane layer was separated
  7. dry with materialdried over magnesium sulfate
  8. concentrationthen concentrated under vacuum

출처 및 근거

ORD 기록
ord-94b20cc68299473f860d9e6dd2d9bbe0
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699878B2

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