1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 10255391、化合物

HRID 2371423ノート

反応式

HRID 2371423 の反応式
[O:1]=[C:2]1[CH:7]([CH2:8][C:9]([OH:11])=O)[S:6](=[O:13])(=[O:12])[C:5]2[S:14][C:15]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:16][C:4]=2[NH:3]1.O.OC1C2N=NNC=2C=CC=1.[CH3:32][O:33][CH2:34][CH2:35][O:36][CH2:37][CH2:38][NH:39][CH2:40][CH2:41][O:42][CH3:43].Cl.C(N=C=NCCCN(C)C)C>CN(C=O)C.O>[CH3:32][O:33][CH2:34][CH2:35][O:36][CH2:37][CH2:38][N:39]([CH2:40][CH2:41][O:42][CH3:43])[C:9](=[O:11])[CH2:8][CH:7]1[S:6](=[O:13])(=[O:12])[C:5]2[S:14][C:15]([S:17](=[O:20])(=[O:19])[NH2:18])=[CH:16][C:4]=2[NH:3][C:2]1=[O:1]

参加物

7

反応物 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10359893HCID 10359893、化合物HCID 147267702-Methoxy-N-[2-(2-methoxyethoxy)ethyl]ethan-1-amineHCID 178526939HCID 178526939、化合物

生成物 1

HCID 10255391HCID 10255391、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (2,3-dihydro-2,4,4-trioxo-6-sulfamoyl-1H-thieno[2,3-b][1,4]thiazin-3-yl)acetic acid (3 g, 9 mmol) in dry DMF (25 ml) was added hydroxybenzotriazole hydrate (1.22 g, 9 mmol), N-methoxyethoxyethyl-N-methoxyethylamine (3.19 g, 18 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.59 g, 14 mmol), and the resulting reaction mixture was stirred overnight. Water (10 ml) was added, the mixture stirred an additional 2 hours and concentrated to dryness under reduced pressure. The residue was treated with 0.5N HCl and the pH adjusted to 6.5-6.9 by the additon of dilute NH4OH. The aqueous mixture was extracted with ethyl acetate and the combined extracts were washed with brine and dried over sodium sulfate. After filtration and removal of the solvent, the residue was recrystallized from water to give N-methoxyethoxyethyl-N-methoxyethyl-(2,3-dihydro-2,4,4-trioxo-6-sulfamoyl-1H-thieno-[2,3-b][1,4]thiazin-3-yl)acetamide, mp 156°-158° C.

後処理

  1. customthe resulting reaction mixture
  2. stirringthe mixture stirred an additional 2 hours
  3. concentrationconcentrated to dryness under reduced pressure
  4. additionThe residue was treated with 0.5N HCl
  5. extractionThe aqueous mixture was extracted with ethyl acetate
  6. washthe combined extracts were washed with brine
  7. dry with materialdried over sodium sulfate
  8. filtrationAfter filtration and removal of the solvent
  9. customthe residue was recrystallized from water

出典と根拠

ORDレコード
ord-04f7e38958c84bc0a7867d1049f69627
出典データセット
uspto-grants-1992_03
特許番号
US05093332

反応ノート

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