Methylamine → 5-amino-N-methyl-1,3,4-thiadiazole-2-sulfonamide

HRID 731496

反応式

HRID 731496 の反応式
[CH3:1][NH2:2].C([NH:6][C:7]1[S:11][C:10]([S:12](Cl)(=[O:14])=[O:13])=[N:9][N:8]=1)(=O)C>C1COCC1>[CH3:1][NH:2][S:12]([C:10]1[S:11][C:7]([NH2:6])=[N:8][N:9]=1)(=[O:14])=[O:13]

参加物

4

反応物 2

HCID 6329MethylamineHCID 128944515-(Acetylamino)-1,3,4-thiadiazole-2-sulfonyl chloride

生成物 1

HCID 674836825-amino-N-methyl-1,3,4-thiadiazole-2-sulfonamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methylamine (2M in THF, 40 mmol) was added to a suspension of 5-acetylamino-1,3,4-thiadiazole-2-sulfonyl chloride (10 mmol) (prepared as described in Bioorg. Med. Chem. 5, 515, 1997) in THF (10 mL) at −20° C. The mixture was stirred at room temperature over night and evaporated to dryness. The crude methylsulfonamide was suspended in EtOH (15 mL) and added 4N HCl in dioxane (15 mL) and heated for 4 h at 80° C. and then cooled to room temperature and evaporated to dryness to give crude 5-amino-1,3,4-thiadiazole-2-sulfonic acid methylamide.

後処理

  1. customevaporated to dryness
  2. additionadded 4N HCl in dioxane (15 mL)
  3. temperatureheated for 4 h at 80° C.
  4. temperaturecooled to room temperature
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-182dba6a50ef45dc97d03ccfdac3c922
出典データセット
uspto-grants-2009_09
特許番号
US07582769B2

関連ノート

読み込み中…