Solve Q3 and Q4 with detailed expalantion 3. Using curved arrows, draw the mechanism of both steps involved in the synthesis ofisoxazole (5). Why is a base (triethyl amine) required in the first step of the pathway?What is the byproduct (4) of this step?NH2CI-NHH3C-PhH3C--CH314RobinsonH3PO4Gabriel-N-H3C-CH3H2054. Using curved arrows, draw the mechanism of both steps involved in the syntheticpathway to thiazole (3)..CISHeatHeat-N-R1R--R1R1H2N- HCIò HNS.134If thiourea (5) was used in the Hantzsch synthesis instead of thioamide (2), what wouldbe the structure of the resulting thiazole (6)?.CIНeat-N--NH2H2NR1- HCI16

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3. Using curved arrows, draw the mechanism of both steps involved in the synthesis of isoxazole (5). Why is a base (triethyl amine) required in the first step of the pathway? What is the byproduct (4) of this step? NH2 CI. -NH H3C- -Ph H3C- -CH3 + 1 2 3 4 Robinson H3PO4 Gabriel -N + H20 H3C- -CH3 5

3. Using curved arrows, draw the mechanism of both steps involved in the synthesis of isoxazole (5). Why is a base (triethyl amine) required in the first step of the pathway? What is the byproduct (4) of this step? NH2 CI. -NH H3C- -Ph H3C- -CH3 + 1 2 3 4 Robinson H3PO4 Gabriel -N + H20 H3C- -CH3 5

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter26: Aldol And Claisen Reactions

Section: Chapter Questions

Problem 44E

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Question

Solve Q3 and Q4 with detailed expalantion

3. Using curved arrows, draw the mechanism of both steps involved in the synthesis of
isoxazole (5). Why is a base (triethyl amine) required in the first step of the pathway?
What is the byproduct (4) of this step?
NH2
CI
-NH
H3C-
Ph
H3C-
-CH3
1
4
Robinson
H3PO4
Gabriel
-N-
H3C-
CH3
H20
5
4. Using curved arrows, draw the mechanism of both steps involved in the synthetic
pathway to thiazole (3).
.CI
S
Heat
Heat
-N
-R1
R-
-R1
R1
H2N
- HCI
ò HN
S.
1
3
4
If thiourea (5) was used in the Hantzsch synthesis instead of thioamide (2), what would
be the structure of the resulting thiazole (6)?
.CI
Нeat
-N-
-NH2
H2N
R1
- HCI
1
6

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