Thiophosgene → HCID 11724583, 화합물

HRID 1029545노트

반응식

HRID 1029545 반응식
[C:1](Cl)(Cl)=[S:2].[CH3:5][C:6]([C:9]1[CH:10]=[C:11]([CH:18]=[C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:20]=1[OH:21])[O:12][CH2:13][C:14]([NH:16][NH2:17])=[O:15])([CH3:8])[CH3:7]>O1CCCC1.C(OCC)(=O)C>[CH3:8][C:6]([C:9]1[CH:10]=[C:11]([CH:18]=[C:19]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:20]=1[OH:21])[O:12][CH2:13][C:14]1[O:15][C:1](=[S:2])[NH:17][N:16]=1)([CH3:5])[CH3:7]

참가 물질

5

반응물 2

HCID 10040ThiophosgeneHCID 10424537HCID 10424537, 화합물

생성물 1

HCID 11724583HCID 11724583, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

Thiophosgene (0.10 mL, 1.36 mmol) is added dropwise to a -78° C. solution of [3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxy-acetic acid hydrazide (0.40 g, 1.36 mmol) in tetrahydrofuran (25 mL). The reaction mixture is stirred for 30 minutes, diluted with ethyl acetate, and washed three times with water and once with brine. Drying the organic phase over magnesium sulfate and evaporation gives a pale yellow oil which is crystallized from ethyl acetate/hexane yielding 0.36 g (78%) of 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxymethyl]-1,3,4-oxadiazole-2(3H)-thione, mp 195.0°-196.5° C.

후처리

  1. washwashed three times with water
  2. customDrying the organic phase
  3. customover magnesium sulfate and evaporation
  4. customgives a pale yellow oil which
  5. customis crystallized from ethyl acetate/hexane yielding 0.36 g (78%) of 5-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxymethyl]-1,3,4-oxadiazole-2(3H)-thione, mp 195.0°-196.5° C.

출처 및 근거

ORD 기록
ord-e6e9eaa9b2e243b69d9146ca2a1bc0b6
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05102897

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