Hydrochloric Acid → HCID 178456121, compound

HRID 434528Notes

Reaction equation

HRID 434528 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[Cl:7][CH:8]([C:10]1[C:19]([C:20](OCC)=[O:21])=[C:18]([OH:25])[C:17]2[C:12](=[C:13]([C:26]([F:29])([F:28])[F:27])[CH:14]=[CH:15][CH:16]=2)[N:11]=1)[CH3:9].Cl>>[Cl:7][CH:8]([C:10]1[C:19]([C:20]([NH:1][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)=[O:21])=[C:18]([OH:25])[C:17]2[C:12](=[C:13]([C:26]([F:29])([F:27])[F:28])[CH:14]=[CH:15][CH:16]=2)[N:11]=1)[CH3:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 21552-AminothiazoleHCID 178468880HCID 178468880, compound

Product 1

HCID 178456121HCID 178456121, compound

Procedure

Using the procedure of Example 4, 1.5 g of 2-aminothiazole and 1.041 g of the product of Step A were reacted and after the addition of N hydrochloric acid, the mixture was extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to dryness. The residue was chromatographed over silica gel and was eluted with ethyl acetate to obtain 2-(1-chloroethyl)-4-hydroxy-N-(2-thiazolyl)-8-trifluoromethyl-3-quinoline-carboxamide which after crystallization from ether melted at ≈190° C. (decomposition).

Workup

  1. customwere reacted
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. customdried
  5. customevaporated to dryness
  6. customThe residue was chromatographed over silica gel
  7. washwas eluted with ethyl acetate

Sources & evidence

ORD record
ord-0416e58de2774c4ca26520041a88c76e
Source dataset
uspto-grants-1983_08
Patent number
US04397856

Reaction notes

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