Acetyl chloride → HCID 178419001, compound

HRID 860133Notes

Reaction equation

HRID 860133 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([NH2:9])[N:3]=1.[CH3:10][O:11][C:12](=[O:16])[CH2:13][N+:14]#[C-:15].[CH:17](=O)[C:18]1[O:22][CH:21]=[CH:20][CH:19]=1.[C:24](Cl)(=[O:26])[CH3:25]>Cl(O)(=O)(=O)=O>[Cl-:8].[C:24]([N+:1]1[C:17]([C:18]2[O:22][CH:21]=[CH:20][CH:19]=2)=[C:15]([NH:14][CH2:13][C:12]([O:11][CH3:10])=[O:16])[N:3]2[C:4]([NH2:9])=[CH:5][C:6]([Cl:8])=[N:7][C:2]=12)(=[O:26])[CH3:25]

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 7362FurfuralHCID 674322,4-Diamino-6-chloropyrimidineHCID 547815Methyl isocyanoacetate

Product 1

HCID 178419001HCID 178419001, compound

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidSolvent

Procedure

Example 27 was carried out in accordance with the general directions for synthesis in process step a) from 1.0 ml (0.1 mmol) 2,6-diamino-4-chloro-pyrimidine (0.1 M, DCM), 0.575 ml (0.115 mmol) isocyanoacetic acid methyl ester solution (0.2 M, DCM), 0.500 ml (0.15 mmol) furfural 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-fcd53c53066842c9ba44d64184f39f49
Source dataset
uspto-grants-2006_12
Patent number
US07153873B2

Reaction notes

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