Disodium disulfite → HCID 136236979, compound

HRID 1050958Notes

Reaction equation

HRID 1050958 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[C:12]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)([CH3:15])([CH3:14])[CH3:13].S(OS([O-])=O)([O-])=O.[Na+].[Na+]>CN(C)C(=O)C>[C:12]([C:16]1[CH:17]=[CH:18][C:19]([C:20]2[NH:6][C:4](=[O:5])[C:3]3[C:2](=[CH:10][CH:9]=[C:8]([F:11])[CH:7]=3)[N:1]=2)=[CH:22][CH:23]=1)([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 24346Disodium disulfiteHCID 703244-tert-ButylbenzaldehydeHCID 102410032-Amino-5-fluorobenzamide

Product 1

HCID 136236979HCID 136236979, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
150 °C

Procedure

A suspension of 2-amino-5-fluorobenzamide (154 mg, 1.0 mmol), 4-tert-butylbenzaldehyde (162 mg, 1.0 mmol) and sodium disulfite (194 mg, 1.02 mmol) in N,N-dimethylacetamide (2 ml) is heated to 150° C. and stirred at this temperature for 3 hours. The reaction mixture is allowed to reach room temperature and poured into ice water. The resulting precipitate is collected by filtration, washed with water and dried under vacuum to afford 2-(4-tert-butyl-phenyl)-6-fluoro-3H-quinazolin-4-one as light grey solid;

Workup

  1. customto reach room temperature
  2. filtrationThe resulting precipitate is collected by filtration
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-3f1e950a7cd6414683920c570a28f233
Source dataset
uspto-grants-2016_07
Patent number
US09388142B2

Reaction notes

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