Hydrochloric Acid → HCID 69037780, compound

HRID 1766068Notes

Reaction equation

HRID 1766068 reaction equation
[CH3:1][CH2:2]N(C(C)C)C(C)C.[SH:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].Cl[C:18]1[N:23]=[C:22]([S:24][CH3:25])[N:21]=[C:20]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=2)[C:19]=1[C:35]#[N:36].Cl>CCO.C(Cl)Cl>[CH2:1]([N:23]1[C:18]([S:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:19]([C:35]#[N:36])[C:20]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([N+:32]([O-:34])=[O:33])[CH:27]=2)=[N:21][CH:22]1[S:24][CH3:25])[CH3:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 12185Ethyl ThioglycolateHCID 81531DiisopropylethylamineHCID 17954505HCID 17954505, compound

Product 1

HCID 69037780HCID 69037780, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

DIPEA (15.7 ml) was added to a stirred solution of ethyl 2-mercaptoacetate (9.3 ml) and 6-chloro-5-cyano-4-(3-nitrophenyl)-2-methylthio-pyrimidine (example 9(b), 26.0 g) in a mixture of EtOH (250 ml) and DCM (250 ml). After 1 h at room temperature, 0.1N aq. HCl (500 ml) was added to the mixture which was then extracted with DCM (3*500 ml), dried (MgSO4) and concentrated under reduced pressure.

Workup

  1. extractionwas then extracted with DCM (3*500 ml)
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-025e00eccea944eaa929ace98afd1af7
Source dataset
uspto-grants-2007_06
Patent number
US07229990B2

Reaction notes

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