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Dimethylformamide → (2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl chloride

HRID 22476
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HRID 22476 반응식
[NH2:1][C:2]1[S:6][N:5]=[C:4](/[C:7](=[N:11]/[O:12][CH3:13])/[C:8](O)=[O:9])[N:3]=1.[Cl:14]C(OC(Cl)(Cl)Cl)=O.CN(C)C=O>O1CCCC1>[NH2:1][C:2]1[S:6][N:5]=[C:4](/[C:7](=[N:11]/[O:12][CH3:13])/[C:8]([Cl:14])=[O:9])[N:3]=1
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 10426DiphosgeneHCID 101304122-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetic acid

생성물 1

HCID 10198354(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl chloride

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

In 30.0 ml of tetrahydrofuran (THF), 10.0 g of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2(Z)-methoxyiminoacetic acid were stirred at -20° C., followed by the dropwise addition of a chlorinating reagent, which had been prepared beforehand by gradually adding 5.43 g of trichloromethyl chloroformate at 5° C. to a mixture of 80 ml of THF and 4.0 g of N,N-dimethylformamide (DMF) and then reacting them for 30 minutes. After they were reacted for 5 minutes, the reaction mixture was poured into 200 ml of ice water to precipitate crystals. The crystals were collected by filtration, washed with 100 ml of ice water, collected by filtration, and then stirred for 30 minutes in 100 ml of n-hexane. After filtration, the resulting crystals were dried under reduced pressure, whereby the title compound was obtained. Yield: 9.2 g (84.3%). Purity: 96.5%.

후처리

  1. additionfollowed by the dropwise addition of a chlorinating reagent, which
  2. customhad been prepared beforehand
  3. customfor 30 minutes
  4. customAfter they were reacted for 5 minutes
  5. customto precipitate crystals
  6. filtrationThe crystals were collected by filtration
  7. washwashed with 100 ml of ice water
  8. filtrationcollected by filtration
  9. filtrationAfter filtration
  10. dry with materialthe resulting crystals were dried under reduced pressure, whereby the title compound
  11. customwas obtained

출처 및 근거

ORD 기록
ord-acac927768954aa6bcf8906d5dea0427
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05428173

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