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

HRID 845674
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HRID 845674 반응식
[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]
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참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매
HCID 6342
Acetonitrile
용매
2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-76bdd5250f1844c09bfe7ceefdae257e
출처 데이터셋
uspto-grants-1988_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04759791

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