4-(Trifluoromethyl)aniline → HCID 23287724, compound

HRID 367114Notes

Reaction equation

HRID 367114 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+].[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=1>>[F:29][C:26]([F:27])([F:28])[C:23]1[CH:24]=[CH:25][C:20]([NH:19][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:21][CH:22]=1

Participants

5

Reactant 4

HCID 99644-(Trifluoromethyl)anilineHCID 15666Ammonium thiocyanateHCID 24386Thionyl ChlorideHCID 762582-Chloronicotinic acid

Product 1

HCID 23287724HCID 23287724, compoundYield 79.6%

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 5.11 g of 4-aminobenzotrifluoride were used. As a result, 8.16 g of 2-(4-trifluoromethylanilino)-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-6db619ad1e2443069c4f43298b3dccd9
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Reaction notes

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