Tert-Butylamine → HCID 20064718, compound

HRID 359274Notes

Reaction equation

HRID 359274 reaction equation
Cl[C:2]1[S:3][C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[C:16]([NH2:20])([CH3:19])([CH3:18])[CH3:17]>C(OCC)C>[CH3:17][C:16]([NH:20][C:2]1[S:3][C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1)([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 1235240Ethyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate

Product 1

HCID 20064718HCID 20064718, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A stirred mixture of 2.6 g (10 mmol) of ethyl 2-chloro-4-trifluoromethyl-5-thiazolecarboxylate and ml of tert-butylamine was heated at reflux for 20 hours. The mixture was diluted with ethyl ether and washed twice with water. The ether phase was dried with magnesium sulfate and concentrated under reduced pressure to yield 2.85 g of a beige solid material which was recrystallized from methylcyclohexane to yield 2.4 g of a white plate crystal product (m.p.=104°-106° C.) identified in Table 1.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 20 hours
  3. washwashed twice with water
  4. dry with materialThe ether phase was dried with magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6eaf479c96404e6bb41b8a028cd50ffd
Source dataset
uspto-grants-1991_03
Patent number
US05000775

Reaction notes

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