Sodium Methoxide → 4-Propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

HRID 743450ノート

反応式

HRID 743450 の反応式
C[O:2][C:3](=O)[C:4]([CH2:11][CH2:12][CH3:13])(C)[NH:5][S:6]([NH2:9])(=[O:8])=[O:7].[CH3:15][O-].[Na+]>CO>[CH2:11]([CH:4]1[N:5]([CH3:15])[S:6](=[O:8])(=[O:7])[NH:9][C:3]1=[O:2])[CH2:12][CH3:13]

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 19424444N-aminosulfonyl-2-propyl-DL-alanine methyl ester

生成物 1

HCID 189222534-Propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide収率 125.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of N-(aminosulfonyl)-2-propyl-DL-alanine methyl ester (10.66 g; 47.53 mmol) in methanol (100 ml) was added in one portion to a solution of sodium methoxide (prepared from 2.0 g of Na in 100 ml of dry methanol under nitrogen) and the resulting reaction mixture was stirred for 15 hours. The mixture was neutralized with BIO-RAD® 50W-X8 H+ ion exchange resin with stirring (20 minutes), and filtered. The filtrate was concentrated in vacuo to yield an oil which was dried in vacuo (4 hours) to afford 8.96 g (98%) of 4-methyl-4-propyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula IV: R1 =propyl;R2 =CH3 ; R3 =H).

後処理

  1. customthe resulting reaction mixture
  2. stirringwith stirring (20 minutes)
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated in vacuo
  5. customto yield an oil which
  6. customwas dried in vacuo (4 hours)

出典と根拠

ORDレコード
ord-e4b8a906673643eabff1ab02aa953ca0
出典データセット
uspto-grants-1996_09
特許番号
US05556909

反応ノート

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