1,3-Dichloro-2-isothiocyanatobenzene → Ethyl 5-(3-(2,6-dichlorophenyl)thioureido)-2-fluoro-4-(methylamino)benzoate

HRID 1406451Notes

Reaction equation

HRID 1406451 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[C:9]([NH2:11])[C:8]([NH:12][CH3:13])=[CH:7][C:6]=1[F:14])[CH3:2].[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=1[N:24]=[C:25]=[S:26]>CO.C(#N)C>[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[C:9]([NH:11][C:25]([NH:24][C:18]2[C:19]([Cl:23])=[CH:20][CH:21]=[CH:22][C:17]=2[Cl:16])=[S:26])[C:8]([NH:12][CH3:13])=[CH:7][C:6]=1[F:14])[CH3:2]

Participants

5

Reactant 2

HCID 1232391,3-Dichloro-2-isothiocyanatobenzeneHCID 672300465-Amino-2-fluoro-4-methylamino-benzoic acid ethyl ester

Product 1

HCID 86660379Ethyl 5-(3-(2,6-dichlorophenyl)thioureido)-2-fluoro-4-(methylamino)benzoate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to example 131d from 5-amino-2-fluoro-4-methylamino-benzoic acid ethyl ester and 1,3-dichloro-2-isothiocyanato-benzene in methanol and acetonitrile.

Sources & evidence

ORD record
ord-5c1cc299f09b4d5aabc5acb1eed44855
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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