m-Tolyl isocyanate → HCID 121267854, compound

HRID 2205555Notes

Reaction equation

HRID 2205555 reaction equation
[NH2:1][C:2]1[C:11]([C:12]2[S:13][C:14]3[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][C:15]=3[CH:16]=2)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1.[C:22]1([CH3:31])[CH:27]=[CH:26][CH:25]=[C:24]([N:28]=[C:29]=[O:30])[CH:23]=1>C1COCC1>[NH2:1][C:2]1[C:11]([C:12]2[S:13][C:14]3[CH:20]=[CH:19][C:18]([NH:21][C:29]([NH:28][C:24]4[CH:25]=[CH:26][CH:27]=[C:22]([CH3:31])[CH:23]=4)=[O:30])=[CH:17][C:15]=3[CH:16]=2)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 121267898HCID 121267898, compound

Product 1

HCID 121267854HCID 121267854, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the solution of methyl 6-amino-5-(5-amino-1-benzothien-2-yl)nicotinate (120 mg, 0.4 mmol. 1 eq) in anhydrous THF (4 mL) at room temperature was added dropwise m-tolylisocyanate (0.051 mL, 1 eq). After the reaction was stirred at room temperature for 4 hours, the solid appeared in the reaction was directly filtered to give methyl 6-amino-5-[5-({[(3-methylphenyl)amino]carbonyl}amino)-1-benzothien-2-yl]nicotinate as a white solid in amount of 84 mg.

Workup

  1. filtrationwas directly filtered

Sources & evidence

ORD record
ord-d1c5150488aa47aba89edc5aa27c06ee
Source dataset
uspto-grants-2016_06
Patent number
US09371314B2

Reaction notes

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