Hydrochloric Acid → 2-(2-Bromoacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

HRID 1162751

Reaktionsgleichung

Reaktionsgleichung von HRID 1162751
[NH2:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([NH2:13])=[O:12].C(N(CC)CC)C.[Br:21][CH2:22][C:23](Br)=[O:24].Cl>C(Cl)Cl>[Br:21][CH2:22][C:23]([NH:1][C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([NH2:13])=[O:12])=[O:24]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 2902232-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide

Produkt 1

HCID 595205232-(2-Bromoacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamideAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (500 mg, 2.55 mmol) and triethylamine (0.35 mL, 2.55 mmol) were stirred in DCM (10 mL). Bromoacetylbromide was added dropwise under a nitrogen atmosphere. Stirring was continued for 3 h. 2 M HCl (20 mL) was added and the reaction mixture extracted into DCM (3×50 mL). The combined DCM layers were washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo to give the desired product as a cream solid (760 mg, 2.40 mmol, 94%).

Aufarbeitung

  1. extractionthe reaction mixture extracted into DCM (3×50 mL)
  2. washThe combined DCM layers were washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-87863d60dc1f488fb31c19a52f2a69f2
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820707B2

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