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1-Bromohexane → HCID 178444669, compound

HRID 12062
Notes
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Reaction equation

HRID 12062 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[N:8]1[C:16]2[CH2:15][CH2:14][NH:13][CH2:12][C:11]=2[S:10][C:9]=1[NH:17][C:18]([NH2:20])=[NH:19].C(=O)([O-])[O-].[Cs+].[Cs+].[OH-].[Na+]>CN(C)C=O>[CH2:2]([N:13]1[CH2:14][CH2:15][C:16]2[N:8]=[C:9]([NH:17][C:18]([NH2:20])=[NH:19])[S:10][C:11]=2[CH2:12]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 81011-BromohexaneHCID 10796Cesium carbonateHCID 14798Sodium HydroxideHCID 178512601HCID 178512601, compound

Product 1

HCID 178444669HCID 178444669, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-bromohexane (0.11 mmol) is added to a suspension of N-(4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine-2-yl)-guanidine (0.1 mmol) and caesium carbonate (0.22 mmol) in dimethylformamide (0.3 ml) and the reaction mixture is stirred overnight at room temperature. After adding 2M caustic soda solution (1 ml) the mixture is extracted with ethyl acetate, the combined organic phases are dried over sodium sulphate and then concentrated by evaporation, the title compound being obtained in pure form.

Workup

  1. extractionis extracted with ethyl acetate
  2. dry with materialthe combined organic phases are dried over sodium sulphate
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-6b14da6e27204bad9338c2861405d99d
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07727979B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes