1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-(1,2,4-Triazol-1-ylmethylcarbonylamino)dibenzothiophene

HRID 2055307

反応式

HRID 2055307 の反応式
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]2[S:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:4]=2[CH:3]=1.[N:15]1([CH2:20][C:21](O)=[O:22])[CH:19]=[N:18][CH:17]=[N:16]1.O.ON1C2C=CC=CC=2N=N1.CCN=C=NCCCN(C)C>O.CN(C=O)C>[N:15]1([CH2:20][C:21]([NH:1][C:2]2[CH:14]=[CH:13][C:5]3[S:6][C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=4[C:4]=3[CH:3]=2)=[O:22])[CH:19]=[N:18][CH:17]=[N:16]1

参加物

7

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 2984422-DibenzothiophenamineHCID 18101801,2,4-Triazole-1-acetic acidHCID 27960291-Hydroxybenzotriazole hydrate

生成物 1

HCID 222777952-(1,2,4-Triazol-1-ylmethylcarbonylamino)dibenzothiophene収率 84.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

2-Aminodibenzthiophene (Bull. Soc. Chim. Fr. (1996), 133 (6), 597-610; 500 mg, 2.5 mmol) was dissolved DMF (10 ml) and 2-(1,2,4-triazol-1-yl)acetic acid (318 mg, 2.5 mmol) was added in one portion followed by 1-hydroxybenztriazole hydrate (383 mg, 5.0 mmol) and EDAC (960 mg, 5.0 mmol). The resultant mixture was stirred for 16 hours at ambient temperature then poured on to water (100 ml). A fine white solid was collected which was washed extensively with water, methanol (25 ml) and ether (25 ml) to leave a colourless solid (650 mg). NMR: 10.62 (brs, 1H), 8.18 (m, 2H), 8.16 (m, 1H), 7.99 (m, 3H), 7.62 (dd, 1H), 7.50 (m, 2H), 5.20 (s, 2H); m/z 309.

後処理

  1. additionwas added in one portion
  2. customA fine white solid was collected which
  3. washwas washed extensively with water, methanol (25 ml) and ether (25 ml)

出典と根拠

ORDレコード
ord-a098e2fdce274a7baab1a948b7ae8e35
出典データセット
uspto-grants-2008_02
特許番号
US07332492B2

関連ノート

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