P-Anisidine → BAS 07779004

HRID 367113Notes

Reaction equation

HRID 367113 reaction equation
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.S(Cl)(Cl)=O.[S-:15][C:16]#[N:17].[NH4+].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][CH:22]=1>>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:16]2[S:15][C:2]3[N:10]=[CH:9][CH:8]=[CH:7][C:3]=3[C:4](=[O:6])[N:17]=2)=[CH:23][CH:22]=1

Participants

5

Reactant 4

HCID 7732P-AnisidineHCID 15666Ammonium thiocyanateHCID 24386Thionyl ChlorideHCID 762582-Chloronicotinic acid

Product 1

HCID 941565BAS 07779004Yield 80.7%

Procedure

The reaction procedure of Example 6 was followed except that 5.00 g of chloronicotinic acid, 25 ml of thionyl chloride, 2.42 g of ammonium thiocyanate and 3.91 g of p-anisidine were used. As a result, 7.31 g of 2-(4-methoxyanilino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one was obtained.

Workup

  1. customThe reaction procedure of Example 6

Sources & evidence

ORD record
ord-f9527a1433bc440d8e5c0d682d7894f5
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Reaction notes

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