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Acetic Acid → 4-(2-Diisopropylamino-ethylamino)benzenesulfonic acid 2-acetylaminobenzothiazol-6-yl ester

HRID 1867980
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HRID 1867980 반응식
[C:1](O)(=[O:3])[CH3:2].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:38][C:39]1[S:40][C:41]2[CH:47]=[C:46]([O:48][S:49]([C:52]3[CH:57]=[CH:56][C:55]([NH:58][CH2:59][CH2:60][N:61]([CH:65]([CH3:67])[CH3:66])[CH:62]([CH3:64])[CH3:63])=[CH:54][CH:53]=3)(=[O:51])=[O:50])[CH:45]=[CH:44][C:42]=2[N:43]=1>CN(C)C=O.O>[C:1]([NH:38][C:39]1[S:40][C:41]2[CH:47]=[C:46]([O:48][S:49]([C:52]3[CH:57]=[CH:56][C:55]([NH:58][CH2:59][CH2:60][N:61]([CH:65]([CH3:67])[CH3:66])[CH:62]([CH3:63])[CH3:64])=[CH:54][CH:53]=3)(=[O:51])=[O:50])[CH:45]=[CH:44][C:42]=2[N:43]=1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 579808584-(2-Diisopropylaminoethylamino)benzenesulfonic acid 2-aminobenzothiazol-6-yl ester2회

생성물 1

HCID 579808364-(2-Diisopropylamino-ethylamino)benzenesulfonic acid 2-acetylaminobenzothiazol-6-yl ester
수율 19.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

28 mg of acetic acid, 177.5 mg of HBTU and 163 μl of DIEA are added to a solution of 4-(2-diisopropylaminoethylamino)benzenesulfonic acid 2-amino-benzothiazol-6-yl ester (intermediate 34) (70 mg, 0.156 mmol) in 4 ml of dimethylformamide. The solution obtained is stirred for 20 hours at room temperature. After addition of 50 ml of water, the reaction mixture is extracted with 3 times 25 ml of ethyl acetate. The extracts are dried over magnesium sulfate, filtered and evaporated under reduced pressure to give 130 mg of crude oil. This oil is purified by LC/MS to give 15 mg of 4-(2-diisopropylamino-ethylamino)benzenesulfonic acid 2-acetylaminobenzothiazol-6-yl ester.

후처리

  1. customThe solution obtained
  2. extractionthe reaction mixture is extracted with 3 times 25 ml of ethyl acetate
  3. dry with materialThe extracts are dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. customto give 130 mg of crude oil
  7. customThis oil is purified by LC/MS

출처 및 근거

ORD 기록
ord-3a47aeec3ec3416690f894099b8fdba0
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07632952B2

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