Benzenamine, 2-chloro-N-methyl- → HCID 57900400, compound

HRID 84703

Reaction equation

HRID 84703 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[NH:4][CH3:5].[CH3:10][C:11]1([CH3:27])[C:20]2[CH:21]=[C:22]([C:24](Cl)=[O:25])[S:23][C:19]=2[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:12]1>N1C=CC=CC=1.C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[N:4]([CH3:5])[C:24]([C:22]1[S:23][C:19]2[C:18]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[O:12][C:11]([CH3:27])([CH3:10])[C:20]=2[CH:21]=1)=[O:25]

Participants

6

Reactant 2

HCID 136736Benzenamine, 2-chloro-N-methyl-HCID 57900461HCID 57900461, compound

Product 1

HCID 57900400HCID 57900400, compoundYield 31%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-chloro-N-methylaniline (32.10 uL, 0.2750 mmol) in 1.2 M of Pyridine in methylene chloride (0.8333 mL) was added a pinch of DMAP, followed by the addition of 4,4-dimethyl-4H-thieno[3,2-c]chromene-2-carbonyl chloride (70.2 mg, 0.250 mmol). The reaction was stirred at room temperature under N2 with LC/MS monitor. The crude product was purified on silica to give 30 mg 141bp. Yield=31% of theoretical. MS: (ESI+)=385

Workup

  1. customThe crude product was purified on silica
  2. customto give 30 mg 141bp

Sources & evidence

ORD record
ord-55acad43fddc48a9a8b28dc4c8b7f419
Source dataset
uspto-grants-2014_09
Patent number
US08846762B2

Linked notes

Loading…