Cesium carbonate → HCID 86642846, compound

HRID 1667785Notes

Reaction equation

HRID 1667785 reaction equation
[CH3:1][O:2][CH:3]([O:16][CH3:17])[C:4]1[CH:9]=[C:8](F)[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:5]=1[O:14][CH3:15].[NH2:18][C:19]1[S:20][C:21]([C:31]([NH2:33])=[O:32])=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=2)[N:23]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[Cl-].[NH4+]>CN(C)C=O>[Cl:30][C:26]1[CH:25]=[C:24]([C:22]2[N:23]=[C:19]([NH:18][C:8]3[CH:9]=[C:4]([CH:3]([O:16][CH3:17])[O:2][CH3:1])[C:5]([O:14][CH3:15])=[CH:6][C:7]=3[N+:11]([O-:13])=[O:12])[S:20][C:21]=2[C:31]([NH2:33])=[O:32])[CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 4

HCID 10796Cesium carbonateHCID 25517Ammonium ChlorideHCID 166588232-Amino-4-(3-chlorophenyl)thiazole-5-carboxamideHCID 674266731-Dimethoxymethyl-5-fluoro-2-methoxy-4-nitro-benzene

Product 1

HCID 86642846HCID 86642846, compoundYield 60.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.240 g (0.98 mmole) of 1-dimethoxymethyl-5-fluoro-2-methoxy-4-nitro-benzene (IV.46d), 0.248 g (0.98 mmole) of 2-amino-4-(3-chloro-phenyl)-thiazole-5-carboxylic acid amide (V.2), 0.956 g (2.94 mmole) of cesium carbonate and 5 mL of dimethylformamide was heated at 60 degrees for 3 hours. The mixture was cooled, poured into dilute ammonium chloride solution, and the precipitated orange solid was collected by filtration, washed with water, and air dried to give 0.286 g of 4-(3-chloro-phenyl)-2-(5-dimethoxymethyl-4-methoxy-2-nitro-phenylamino)-thiazole-5-carboxylic acid amide (VI.46a).

Workup

  1. temperaturewas heated at 60 degrees for 3 hours
  2. temperatureThe mixture was cooled
  3. filtrationthe precipitated orange solid was collected by filtration
  4. washwashed with water, and air
  5. customdried

Sources & evidence

ORD record
ord-370e5d9fcf054852b8c8df586883ebb4
Source dataset
uspto-grants-2011_10
Patent number
US08044213B2

Reaction notes

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