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31127-80-7

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Basic Information
CAS No.: 31127-80-7
Name: 5-(Acetamido)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide
Article Data: 23
Molecular Structure:
Molecular Structure of 31127-80-7 (5-(Acetamido)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide)
Formula: C16H20I3N3O7
Molecular Weight: 747.064
Synonyms: 1,3-Benzenedicarboxamide,5-(acetylamino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo- (9CI);Isophthalamide, 5-acetamido-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo- (8CI);5-Acetylamino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide;
EINECS: 445-830-8
Density: 2.29 g/cm3
Melting Point: 274-276 °C
Boiling Point: 746.085 °C at 760 mmHg
Flash Point: 405.018 °C
Appearance: white to off-white solid
Hazard Symbols: C
Risk Codes: R34
PSA: 168.22000
LogP: 0.47960
Related products
Synthetic route

5-acetamido-2,4,6-triiodo-1,3-phthalamide

106-89-8

epichlorohydrin

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Conditions
ConditionsYield
Stage #1: 5-acetamido-2,4,6-triiodo-1,3-phthalamide; epichlorohydrin With 1-hexyl-3-methylimidazolium hexafluorophosphate at 80℃; for 3h;
Stage #2: With water at 30℃; for 5h; Reagent/catalyst; Temperature;		97%
31122-75-5

5-acetamido-2,4,6-triiodoisophthaloyl dichloride

5-(acetylamino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide sodium salt

5-(acetylamino)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide sodium salt

616-30-8, 13552-31-3

3-Amino-1,2-propanediol

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Conditions
ConditionsYield
With hydrogenchloride In methanol; water; 2,4-dichlorophenoxyacetic acid dimethylamine92%
...Expand
66108-95-0

iohexol

96-24-2

3-monochloro-1,2-propanediol

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Conditions
ConditionsYield
With lithium hydroxide In methanol92%
76801-93-9

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

108-24-7

acetic anhydride

A

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

B

3-(3-acetamido-5-((2,2-dimethyl-1,3-dioxolan-4-yl)methylcarbamoyl)-2,4,6-triiodobenzamido)-propane-1,2-diyl diacetate

C

5-acetamido-N,N′-bis-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl-2,4,6-triiodoisophthaldiamide

D

3-acetamido-N-(2,3-dihydroxypropyl)-5-(5-hydroxymethyl-2,2-dimethyloxazolidine-3-carbonyl)-2,4,6-triiodobenzamide

E

3-acetamido-N-(2,3-dihydroxypropyl)-5-(5-hydroxymethyl-2,2-dimethyloxazolidine-3-carbonyl)-2,4,6-triiodobenzamide

Conditions
ConditionsYield
Stage #1: 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide; acetic anhydride With toluene-4-sulfonic acid In acetone for 0.25h; Reflux;
Stage #2: With sodium hydroxide In water; acetone		A 70%
B 32%
C 17%
D n/a
E n/a
...Expand
76801-93-9

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

108-24-7

acetic anhydride

A

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

B

3-acetamido-N-(2,3-dihydroxypropyl)-5-(5-hydroxymethyl-2,2-dimethyloxazolidine-3-carbonyl)-2,4,6-triiodobenzamide

C

3-acetamido-N-(2,3-dihydroxypropyl)-5-(5-hydroxymethyl-2,2-dimethyloxazolidine-3-carbonyl)-2,4,6-triiodobenzamide

Conditions
ConditionsYield
Stage #1: 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide; acetic anhydride With toluene-4-sulfonic acid In acetone for 0.25h; Reflux;
Stage #2: With sodium hydroxide In water; acetone
Stage #3: With sulfuric acid In water; acetone pH=0;		A 70%
B n/a
C n/a
...Expand
76820-35-4

5-Amino-N,N'-bis[2,3-dihydroxypropyl]-1,3-benzenedicarboxamide

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Iodine monochloride / 6 h / 50 °C
2: sulfuric acid / water / 50 - 100 °C
3: sodium hydroxide; water / 20 °C / pH 9 - 11
View Scheme
76820-34-3

5-nitro-N,N'-bis-(2,3-dihydroxypropyl)isophthalamide

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 5%-palladium/activated carbon; hydrogen / 70 °C / 9000.9 Torr / Autoclave
2: Iodine monochloride / 6 h / 50 °C
3: sulfuric acid / water / 50 - 100 °C
4: sodium hydroxide; water / 20 °C / pH 9 - 11
View Scheme
13290-96-5

dimethyl 5-nitroisophthalate

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sodium methylate / methanol / 20 - 50 °C
2: 5%-palladium/activated carbon; hydrogen / 70 °C / 9000.9 Torr / Autoclave
3: Iodine monochloride / 6 h / 50 °C
4: sulfuric acid / water / 50 - 100 °C
5: sodium hydroxide; water / 20 °C / pH 9 - 11
View Scheme
31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

106-89-8

epichlorohydrin

A

66108-95-0

iohexol

B

92339-11-2

iodixanol

Conditions
ConditionsYield
With hydrogenchloride; boric acid; potassium hydroxide In water pH=10 - 11; Product distribution / selectivity; Industry scale;A 7.5%
B 86.3%
Stage #1: N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide With sodium hydroxide In methanol at 45℃;
Stage #2: epichlorohydrin With hydrogenchloride In methanol at 20℃; for 48h; Product distribution / selectivity;		A 7.42%
B 52.1%
With hydrogenchloride; sodium hydroxide In water at 20℃; for 48h; pH=12.2 - 12.7;A 5.1%
B 43.5%
...Expand
80044-09-3

1-azido-2,3-epoxypropane

31127-80-7

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

1309926-44-0

C19H25I3N6O8

Conditions
ConditionsYield
With boric acid; sodium hydroxide In methanol; water at 40℃; for 6h;70%
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  • 5-(Acetamido)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

  • Casno:

    31127-80-7

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  • 5-(Acetamido)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

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    5-(Acetamido)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

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  • 5-acetylamino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

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Chemistry

The Molecular Structure of 1,3-Benzenedicarboxamide,5-(acetylamino)-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodo- (CAS NO.31127-80-7):

Empirical Formula: C16H20I3N3O7
Molecular Weight: 747.0593 
Product Categories: Amines;Aromatics 
Appearance: Whitye To Off-White Solid
Nominal Mass: 747 Da
Average Mass: 747.0593 Da
Monoisotopic Mass: 746.843505 Da 
Index of Refraction: 1.736
Molar Refractivity: 131.079 cm3
Molar Volume: 326.231 cm3
Surface Tension: 83.09 dyne/cm
Density: 2.29 g/cm3
Flash Point: 405.018 °C
Enthalpy of Vaporization: 114.149 kJ/mol
Boiling Point: 746.085 °C at 760 mmHg

Uses

 1,3-Benzenedicarboxamide,5-(acetylamino)-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodo- (CAS NO.31127-80-7) is used as imaging agent and intermediate of  iohexol.

Specification

 1,3-Benzenedicarboxamide,5-(acetylamino)-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodo- (CAS NO.31127-80-7) is also called as Iohexol intermediate ; H ydrolysate ; 5-(Acetamido)-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide ; 5-(Acetylamino)-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide ; 5-(Acetamido)-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiono-1,3-benzenedicarboxamide ; 5-(Acetamido)-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiono-1,3-benzenedicarboxami ; 5-Acetylamido-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide ; 5-Acetylamino-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide .