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Benzylamine → 6-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide

HRID 1697270
ノート
印刷プレビュー

反応式

HRID 1697270 の反応式
C(N(C(C)C)CC)(C)C.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.F[B-](F)(F)F.[Cl:32][C:33]1[CH:34]=[C:35]([S:40]([NH:43][C:44]2[CH:45]=[C:46]3[C:51](=[CH:52][CH:53]=2)[C:50]([C:54]([OH:56])=O)=[CH:49][CH:48]=[CH:47]3)(=[O:42])=[O:41])[CH:36]=[C:37]([Cl:39])[CH:38]=1.[CH2:57]([NH2:64])[C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1>CN(C)C=O.O>[CH2:57]([NH:64][C:54]([C:50]1[C:51]2[C:46](=[CH:45][C:44]([NH:43][S:40]([C:35]3[CH:34]=[C:33]([Cl:32])[CH:38]=[C:37]([Cl:39])[CH:36]=3)(=[O:42])=[O:41])=[CH:53][CH:52]=2)[CH:47]=[CH:48][CH:49]=1)=[O:56])[C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1
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 7504BenzylamineHCID 81531Diisopropylethylamine2 回HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 584969666-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid

生成物 1

HCID 595341116-(3,5-Dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid-benzylamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

1.50 ml diisopropylethylamine and 2.81 g O-(benzotriazol-1-yl)-1,1,3,3-tetramethyluronium-tetrafluoroborate are added to 3.47 g 6-(3,5-dichloro-phenylsulphonylamino)-naphthalene-1-carboxylic acid in 15 ml N,N-dimethylformamide. The reaction mixture is stirred for 15 minutes at ambient temperature, then 0.97 ml benzylamine and 1.50 ml diisopropylethylamine are added and the mixture is stirred for a further two hours at ambient temperature. For working up the reaction mixture is mixed with water and extracted with ethyl acetate. The combined organic extracts are washed with 1N hydrochloric acid, 1N sodium hydroxide solution and saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The foam-like flask residue is stirred overnight with cyclohexane/ethyl acetate and the resulting crystalline precipitate is suction filtered, washed with cyclohexane and dried.

後処理

  1. stirringthe mixture is stirred for a further two hours at ambient temperature
  2. extractionextracted with ethyl acetate
  3. washThe combined organic extracts are washed with 1N hydrochloric acid, 1N sodium hydroxide solution and saturated sodium chloride solution
  4. customdried on magnesium sulphate
  5. customevaporated down
  6. stirringThe foam-like flask residue is stirred overnight with cyclohexane/ethyl acetate
  7. filtrationfiltered
  8. washwashed with cyclohexane
  9. customdried

出典と根拠

ORDレコード
ord-544393e52cff49298097fa50c485f823
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163911B2

反応ノート

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