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Methyl Isocyanate → N-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-methylurea

HRID 845674
ノート
印刷プレビュー

反応式

HRID 845674 の反応式
[CH3:1][CH:2]1[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([S:12]([NH2:15])(=[O:14])=[O:13])[C:5]=2[O:4][S:3]1(=[O:17])=[O:16].[CH3:18][N:19]=[C:20]=[O:21].N12CCCN=C1CCCCC2>C(#N)C.O>[CH3:1][CH:2]1[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([S:12]([NH:15][C:20]([NH:19][CH3:18])=[O:21])(=[O:14])=[O:13])[C:5]=2[O:4][S:3]1(=[O:17])=[O:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 12228Methyl IsocyanateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 135920753,4-Dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide

生成物 1

HCID 19839353N-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-methylurea

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6342
Acetonitrile
溶媒
2 回

実験手順

A solution of 24.96 g of 3,4-dihydro-3-methyl-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonamide in 120 ml of absolute acetonitrile is cooled to +8° C. After the addition of 6 ml of methyl isocyanate, a solution of 13.4 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene in 15 ml of acetonitrile is added dropwise over 15 minutes at 10° C. The reaction mixture is stirred for a further hour at room temperature. The mixture is subsequently diluted with 180 ml of water. The product is precipitated by the dropwise addition of 48 ml of 2N hydrochloric acid. The precipitate is isolated and dried, affording 26.4 g of N-(3,4-dihydro-3-methyl-2,2-dioxo-1,2-benzoxathiin-8-ylsulfonyl)-N'-methylurea with a melting point of 235°-238° C.

後処理

  1. customThe product is precipitated by the dropwise addition of 48 ml of 2N hydrochloric acid
  2. customThe precipitate is isolated
  3. customdried

出典と根拠

ORDレコード
ord-76bdd5250f1844c09bfe7ceefdae257e
出典データセット
uspto-grants-1988_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04759791

反応ノート

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