6. Suggest reagents and conditions for the following transformation Reagents

A diuretic is a compound that causes increased urination and thereby reduces fluid volume in the body. An important use of diuretics in clinical medicine is in the reduction of the fluid buildup, particularly in the lungs, that is associated with congestive heart failure. It is also used as an antihypertensive (i.e., to reduce blood pressure). Furosemide, an exceptionally potent diuretic, is prescribed under 30 or more trade names, the best known of which is Lasix. The synthesis of furosemide begins with treatment of 2,4-dichlorobenzoic acid with chlorosulfonic acid in a reaction called chlorosulfonation. The product of this reaction is then treated with ammonia followed by heating with furfurylamine. Q. Propose a synthesis of 2,4-dichlorobenzoic acid from toluene

A diuretic is a compound that causes increased urination and thereby reduces fluid volume in the body. An important use of diuretics in clinical medicine is in the reduction of the fluid buildup, particularly in the lungs, that is associated with congestive heart failure. It is also used as an antihypertensive (i.e., to reduce blood pressure). Furosemide, an exceptionally potent diuretic, is prescribed under 30 or more trade names, the best known of which is Lasix. The synthesis of furosemide begins with treatment of 2,4-dichlorobenzoic acid with chlorosulfonic acid in a reaction called chlorosulfonation. The product of this reaction is then treated with ammonia followed by heating with furfurylamine. Q. Propose a mechanism for Step (3).

A diuretic is a compound that causes increased urination and thereby reduces fluid volume in the body. An important use of diuretics in clinical medicine is in the reduction of the fluid buildup, particularly in the lungs, that is associated with congestive heart failure. It is also used as an antihypertensive (i.e., to reduce blood pressure). Furosemide, an exceptionally potent diuretic, is prescribed under 30 or more trade names, the best known of which is Lasix. The synthesis of furosemide begins with treatment of 2,4-dichlorobenzoic acid with chlorosulfonic acid in a reaction called chlorosulfonation. The product of this reaction is then treated with ammonia followed by heating with furfurylamine. Q. Is furosemide chiral? If so, which of the possible stereoisomers are formed in this synthesis?

A diuretic is a compound that causes increased urination and thereby reduces fluid volume in the body. An important use of diuretics in clinical medicine is in the reduction of the fluid buildup, particularly in the lungs, that is associated with congestive heart failure. It is also used as an antihypertensive (i.e., to reduce blood pressure). Furosemide, an exceptionally potent diuretic, is prescribed under 30 or more trade names, the best known of which is Lasix. The synthesis of furosemide begins with treatment of 2,4-dichlorobenzoic acid with chlorosulfonic acid in a reaction called chlorosulfonation. The product of this reaction is then treated with ammonia followed by heating with furfurylamine. Q. Propose a mechanism for the chlorosulfonation reaction in Step (1).

Suggest a multistep synthesis of the compounds below from simple starting materials a. b. EtO₂C HO C. MeO CO₂Et CI from from ketoester and other simple reageants from benzaldehyde EtO₂C CO₂Et and other reagents

Which of the following reactions will synthesize phenol from benzene?      1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) warm H2SO4 and H2O     1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) CuCN; 5) dilute acid and heat     1) Acetyl chloride & AlCl3; 2) bleach     1) Ph-N2+ + KI; 2) BrMgCH=CH2 in ether, followed by H3O+; 3) warm, conc'd KMnO4     1)  Cl-CH(CH3)-CH2CH2CH3 + FeBr3; 2) hot, conc'd KMnO4

Chemical egua tion when ethanal react with in, Fehling test Schiff reagent 4 214-0 NPH Chemical equation when methanal react with in © Chemical equation when Propanone react with in. +est O ® kMn O4 Fehling 3 214 - DNPH CS Scarvcd with Comscanner

Provide reagents/conditions to accomplish the following syntheses. Several steps are required in some cases.

Arrange the following compounds in INCREASING reactivity towards Nucleophilic Acyl Substitution. ABC O Jh Br O DEF INCREASING REACTIVITY: choose your answer... NH₂ GHI choose your answer... OH < choose your answer...