Water → HCID 21997544、化合物

HRID 1977262ノート

反応式

HRID 1977262 の反応式
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:31]=[CH:30][C:13]([C:14]([NH:16][NH:17][C:18](=O)[C:19]2[CH:24]=[CH:23][C:22]([C:25]([O:27][CH3:28])=[O:26])=[CH:21][CH:20]=2)=O)=[CH:12][CH:11]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:33].O>O1CCCC1>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:31]=[CH:30][C:13]([C:14]2[S:33][C:18]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([O:27][CH3:28])=[O:26])=[CH:21][CH:20]=3)=[N:17][N:16]=2)=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 14817Phosphorus sulfide (P2S5)HCID 21997580HCID 21997580、化合物

生成物 1

HCID 21997544HCID 21997544、化合物収率 165.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of N-[4-(6-methoxy-n-hexyloxy)benzoyl]-N′-(4-methoxycarbonylbenzoyl)hydrazine (193.4 g) and phosphorus pentasulfide (113.34 g) in tetrahydrofuran (2.5 L) was heated to reflux for 1 hour then cooled to room temperature and poured into water (7 L). The resulting precipitate was collected by filtration, washed thoroughly with water then partially dried. The solid was added to 1:1 CH3CN—H2O (200 ml), sitrred then filtered. This procedure was repeated a further 2 times, and the resulting yellow powder washed thoroughly with acetonitrile (500 ml×5) then dried under hi-vacuum at 50° C. to give methyl 4-[5-[4-(6-methoxy-n-hexyloxy)phenyl]-1,3,4-thiadiazol-2-yl]benzoate (179.6 g) as a yellow powder.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 1 hour
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed thoroughly with water
  5. customthen partially dried
  6. additionThe solid was added to 1:1 CH3CN—H2O (200 ml)
  7. filtrationsitrred then filtered
  8. washthe resulting yellow powder washed thoroughly with acetonitrile (500 ml×5)
  9. customthen dried under hi-vacuum at 50° C.

出典と根拠

ORDレコード
ord-9599b8bfffbf4feeba657d23dc68960b
出典データセット
uspto-grants-2001_05
特許番号
US06232290B1

反応ノート

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