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2-Aminothiazole → HCID 178418835, compound

HRID 7528
Notes
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Reaction equation

HRID 7528 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[CH:7]1([N+:13]#[C-:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH:21]=O.[C:23]([Cl:26])(=[O:25])[CH3:24]>Cl(O)(=O)(=O)=O>[Cl-:26].[C:23]([N+:1]1[C:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][N:15]=2)=[C:14]([NH:13][CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[N:6]2[CH:5]=[CH:4][S:3][C:2]=12)(=[O:25])[CH3:24]
ParticipantsProcedureSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 21552-AminothiazoleHCID 6367Acetyl chlorideHCID 142732-PyridinecarboxaldehydeHCID 79129Cyclohexyl isocyanide

Product 1

HCID 178418835HCID 178418835, compound

Reagents, catalysts & solvents 1

HCID 24247Perchloric Acid
Solvent

Procedure

Example 22 was carried out in accordance with the general directions for synthesis in process step a) from 1.0 ml (0.1 mmol) 2-aminothiazole (0.1 M, DCM), 0.575 ml (0.115 mmol) cyclohexylisonitrile solution (0.2 M, DCM), 0.500 ml (0.15 mmol) pyridine-2-carbaldehyde solution (0.3 M, DCM) and 10 μl perchloric acid (w=20%) and in process step c) and d) by reacting the resultant reaction product with 0.4 mmol acetylchloride.

Sources & evidence

ORD record
ord-ae6a67ef2da04b86bbc2bf27489624ee
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07087607B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes