Thiophosgene → HCID 11724583、化合物

HRID 1029545ノート

反応式

HRID 1029545 の反応式
[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]

参加物

5

反応物 2

HCID 10040ThiophosgeneHCID 10424537HCID 10424537、化合物

生成物 1

HCID 11724583HCID 11724583、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-e6e9eaa9b2e243b69d9146ca2a1bc0b6
出典データセット
uspto-grants-1992_04
特許番号
US05102897

反応ノート

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