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

HRID 1867980
ノート
印刷プレビュー

反応式

HRID 1867980 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 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 ester2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3a47aeec3ec3416690f894099b8fdba0
出典データセット
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07632952B2

反応ノート

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