16034-77-8 Usage
Originator
Cholebrine,Nicholas
Uses
Diagnostic aid (radiopaque medium).
Manufacturing Process
A mixture of equimolecular amounts of m-nitraniline (69.0 g), methacrylic
acid (43.0 g), and pyridine (39.5 g) was heated to 125°C for 20 h, and was
then poured into 500 ml water. A semi-crystalline product separated from the
liquid. The supernatant liquid was decanted and 500 ml fresh water was
added. The pH was adjusted to 7-7.5 by means of sodium hydroxide. The
precipitate was filtered with suction and washed with water. When the filtrate
was acidified with acetic acid, a precipitate of N-(3-nitrophenyl)-β-aminoisobutyric acid was formed. When filtered, washed with water and dried, it
weighed 56.0 g and had a melting point of 130°-131°C (recryst. from
alcohol). The yield was 50% based on nitraniline.0.25 mol (56.0 g) N-(3-nitrophenyl)-β-aminoisobutyric acid, prepared as
described above, 160 ml glacial acetic acid, and 40 ml acetic anhydride were
heated 48 h to 50°C, and the reaction mixture was poured into 600 ml water.
A crystalline precipitate of N-acetyl-N-(3-nitrophenyl)-β-aminoisobutyric acid
formed gradually. When recovered, it weighed 56.0 g (84% yield). Melting
point 146°-148°C.100.0 g N-acetyl-N-(3-nitrophenyl)-β-amino-isobutyric acid were dissolved in
1 L water and 40 ml 25% aqueous ammonia, and the solution was
hydrogenated in the presence of about 10.0 g Raney nickel at 20°C and about
450 p.s.i. until the pressure drop indicated the complete conversion of the
NO2 groups to NH2. Thus N-acetyl-N-(3-aminophenyl)-β-amino-isobutyric acid
was obtained.The solution of N-acetyl-N-(3-aminophenyl)-β-amino-isobutyric acid was
filtered after standing overnight, mixed with an equal volume of acetic acid,
and there after with a solution of 275.0 g iodine monochloride and 200.0 g
sodium chloride in 1 L water. The mixture was kept at 50°C with stirring for
48 h. Light brown crystals of crude N-acetyl-N-(2,4,6-triiodo-3-aminophenyl)-
β-amino-isobutyric acid precipitated, were filtered off, washed with water, and
dried. They weighed 195.0 g (84.5% yield based on N-acetyl-N 3-nitrophenylp-amino-isobutyric acid).
Brand name
Cholebrine (Mallinckrodt).
Therapeutic Function
Diagnostic aid
Hazard
Low toxicity by ingestion.
Check Digit Verification of cas no
The CAS Registry Mumber 16034-77-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,0,3 and 4 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 16034-77:
(7*1)+(6*6)+(5*0)+(4*3)+(3*4)+(2*7)+(1*7)=88
88 % 10 = 8
So 16034-77-8 is a valid CAS Registry Number.
