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76801-93-9

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  • 5-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide Manufacturer/High quality/Best price/In stock

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  • High Quality 99% 1,3-Benzenedicarboxamide,5-amino-N1,N3-bis(2,3-dihydroxypropyl)-2,4,6-triiodo- 76801-93-9 ISO Manufacturer

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76801-93-9 Usage

Uses

Used as an intermediate in the industrial preparation of non-ionic X-ray contrast agents such as Iohexol (I729500), Ioversol (I737000), Ioxilan (I737500), Iopamidol (I735600).

Check Digit Verification of cas no

The CAS Registry Mumber 76801-93-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,8,0 and 1 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 76801-93:
(7*7)+(6*6)+(5*8)+(4*0)+(3*1)+(2*9)+(1*3)=149
149 % 10 = 9
So 76801-93-9 is a valid CAS Registry Number.

76801-93-9 Well-known Company Product Price

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  • (I0320820)  Iohexol impurity J  European Pharmacopoeia (EP) Reference Standard

  • 76801-93-9

  • I0320820

  • 1,880.19CNY

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  • (1344644)  Iohexol Related Compound B  United States Pharmacopeia (USP) Reference Standard

  • 76801-93-9

  • 1344644-50MG

  • 14,309.10CNY

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  • USP

  • (1345115)  Ioversol Related Compound A  United States Pharmacopeia (USP) Reference Standard

  • 76801-93-9

  • 1345115-50MG

  • 14,309.10CNY

  • Detail

76801-93-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Amino-N,N’-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide

1.2 Other means of identification

Product number -
Other names 5-amino-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:76801-93-9 SDS

76801-93-9Synthetic route

5-Amino-N,N'-bis[2,3-dihydroxypropyl]-1,3-benzenedicarboxamide
76820-35-4

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

sodium phosphate

sodium phosphate

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
In water86%
5-Amino-N,N'-bis[2,3-dihydroxypropyl]-1,3-benzenedicarboxamide
76820-35-4

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

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
With potassium iodate; sulfuric acid; iodine; sodium sulfate In water at 65 - 80℃; for 47h;86%
With Iodine monochloride In water Product distribution / selectivity; Industry scale;
With Iodine monochloride In water Product distribution / selectivity; Industry scale;
With Iodine monochloride at 50℃; for 6h;
3-Amino-1,2-propanediol
616-30-8, 13552-31-3

3-Amino-1,2-propanediol

5-amino-2,4,6-triiodoisophthalic acid dichloride
37441-29-5

5-amino-2,4,6-triiodoisophthalic acid dichloride

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 16h; Ambient temperature;
With triethylamine In N,N-dimethyl acetamide at 50℃; for 3.5h; Cooling with ice;
5-aminoisophthalic acid
99-31-0

5-aminoisophthalic acid

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 74 percent / aq. potassium iododichloride / H2O / 18 h / 55 - 60 °C
2: 92 percent / thionyl chloride
3: N,N-dimethyl-acetamide / 16 h / Ambient temperature
View Scheme
2,4,6-triiodo-5-aminoisophthalic acid
35453-19-1

2,4,6-triiodo-5-aminoisophthalic acid

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / thionyl chloride
2: N,N-dimethyl-acetamide / 16 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / ethyl acetate / 20 h / 70 - 80 °C
2: triethylamine / N,N-dimethyl acetamide / 3.5 h / 50 °C / Cooling with ice
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)isophthalamide hydrochloride
203515-86-0

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

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
With Iodine monochloride at 60 - 85℃; pH=3 - 0.5;
With Iodine monochloride; sodium hydroxide In water at 65 - 80℃; pH=2 - 3;
With Iodine monochloride; sodium hydroxide In water at 20 - 80℃; pH=2 - 3;
5-nitro-N,N'-bis-(2,3-dihydroxypropyl)isophthalamide
76820-34-3

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

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
9.3 g (76%)
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon; hydrogen / 70 °C / 9000.9 Torr / Autoclave
2: Iodine monochloride / 6 h / 50 °C
View Scheme
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium methylate / methanol / 80 h
2: hydrogen / water / 10 h / 11251.1 Torr
3: iodine; potassium iodate; sodium sulfate; sulfuric acid / water / 47 h / 65 - 80 °C
View Scheme
Multi-step reaction with 3 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
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

acetic anhydride
108-24-7

acetic anhydride

5-amino-N,N'-bis[2,3-bis(acetyloxy)propyl]2,4,6-triiodo-1,3-benzenedicarboxamide
76801-94-0

5-amino-N,N'-bis[2,3-bis(acetyloxy)propyl]2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions
ConditionsYield
With pyridine at 0 - 20℃;100%
With dmap In ethyl acetate for 2h; Reflux;90%
With pyridine for 6h; Ambient temperature; Yield given;
70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h;
With pyridine
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

chloroacetyl chloride
79-04-9

chloroacetyl chloride

5-chloroacetamido-N,N'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide
77203-11-3

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

Conditions
ConditionsYield
Stage #1: 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide; chloroacetyl chloride; 1-methyl-pyrrolidin-2-one at 35 - 50℃; for 6h;
Stage #2: With water Product distribution / selectivity;
97%
In N,N-dimethyl acetamide at 10 - 50℃; for 3.5h;90%
In N,N-dimethyl acetamide at 10 - 50℃; for 3.5h;90%
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(2,2,2-trifluoroacetamido)isophthalamide
167630-07-1

N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-(2,2,2-trifluoroacetamido)isophthalamide

Conditions
ConditionsYield
With dmap In toluene at 40℃; for 24h;94%
formic acid
64-18-6

formic acid

5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N,N'-bis(2,3-dihydroxypropyl)-5-formylamino-2,4,6-triiodoisophthalamide
186753-11-7

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

Conditions
ConditionsYield
With acetic anhydride at 2.5 - 20℃; Inert atmosphere;81.5%
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

acetic anhydride
108-24-7

acetic anhydride

A

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

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

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

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

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
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

acetic anhydride
108-24-7

acetic anhydride

A

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

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

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
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

5-amino-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

5-amino-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

Conditions
ConditionsYield
With sulfuric acid; iodine; iodic acid In water at 85℃; for 24h; Temperature;45%
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

acetic anhydride
108-24-7

acetic anhydride

A

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

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

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

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 pH=Ca. 14;
A 38%
B 39%
C 17%
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N-[3,5-bis-(2,3-dihydroxypropylcarbamoyl)-2,4,6-triiodo-phenyl]-succinamic acid
188655-32-5

N-[3,5-bis-(2,3-dihydroxypropylcarbamoyl)-2,4,6-triiodo-phenyl]-succinamic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h
2: N,N-dimethyl-acetamide / 50 h / Ambient temperature
3: 62.9 g / NaOH / methanol; H2O / 5 h / 50 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

{3-[3,5-bis-(2,3-dihydroxypropylcarbamoyl)-2,4,6-triiodo-phenylcarbamoyl]-propionylamino}acetic acid

{3-[3,5-bis-(2,3-dihydroxypropylcarbamoyl)-2,4,6-triiodo-phenylcarbamoyl]-propionylamino}acetic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h
2: N,N-dimethyl-acetamide / 50 h / Ambient temperature
3: 62.9 g / NaOH / methanol; H2O / 5 h / 50 °C
4: EDC / dimethylformamide / 23 h / Ambient temperature
5: 3.97 g / RP-18 / methanol; H2O
View Scheme
Multi-step reaction with 4 steps
1: 70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h
2: N,N-dimethyl-acetamide / 50 h / Ambient temperature
3: 62.9 g / NaOH / methanol; H2O / 5 h / 50 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

3-{3-[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-2,4,6-triiodo-phenylcarbamoyl]-propionylamino}-propionic acid

3-{3-[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-2,4,6-triiodo-phenylcarbamoyl]-propionylamino}-propionic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h
2: N,N-dimethyl-acetamide / 50 h / Ambient temperature
3: 62.9 g / NaOH / methanol; H2O / 5 h / 50 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

{3-[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-2,4,6-triiodo-phenylcarbamoyl]-propionylamino}-acetic acid tert-butyl ester

{3-[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-2,4,6-triiodo-phenylcarbamoyl]-propionylamino}-acetic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h
2: N,N-dimethyl-acetamide / 50 h / Ambient temperature
3: 62.9 g / NaOH / methanol; H2O / 5 h / 50 °C
4: EDC / dimethylformamide / 23 h / Ambient temperature
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N-[3,5-Bis-(2,3-diacetoxy-propylcarbamoyl)-2,4,6-triiodo-phenyl]-succinamic acid methyl ester

N-[3,5-Bis-(2,3-diacetoxy-propylcarbamoyl)-2,4,6-triiodo-phenyl]-succinamic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 deg C, 2 h; 80 deg C, 3 h; rt, 15 h
2: N,N-dimethyl-acetamide / 50 h / Ambient temperature
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

5-(N-allyl-2,2,2-trifluoroacetamido)-N,N'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
171897-75-9

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / DMAP / toluene / 24 h / 40 °C
2: 84 percent / K2CO3 / N,N-dimethyl-acetamide / 24 h / Ambient temperature
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

5--N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
171897-76-0

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / DMAP / toluene / 24 h / 40 °C
2: 84 percent / K2CO3 / N,N-dimethyl-acetamide / 24 h / Ambient temperature
3: 94 percent / aq. Br2, Amberlite IRA-68 / 0 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

5,5'-(N-acetyl-2-hydroxypropane-1,3-diyldiamino)bis

5,5'-(N-acetyl-2-hydroxypropane-1,3-diyldiamino)bis

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 94 percent / DMAP / toluene / 24 h / 40 °C
2: 84 percent / K2CO3 / N,N-dimethyl-acetamide / 24 h / Ambient temperature
3: 94 percent / aq. Br2, Amberlite IRA-68 / 0 °C
4: H2O / 48 h / Ambient temperature; pH=12.0
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

acetic acid 2-acetoxy-3-[3-(2,3-diacetoxy-propylcarbamoyl)-2,4,6-triiodo-5-isocyanato-benzoylamino]-propyl-1-ester
136452-99-8

acetic acid 2-acetoxy-3-[3-(2,3-diacetoxy-propylcarbamoyl)-2,4,6-triiodo-5-isocyanato-benzoylamino]-propyl-1-ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

<3,5-bis<<<2,3-bis(acetyloxy)propyl>amino>carbonyl>-2,4,6-triiodophenyl>carbamic acid, oxyranylmethyl ester
136453-00-4

<3,5-bis<<<2,3-bis(acetyloxy)propyl>amino>carbonyl>-2,4,6-triiodophenyl>carbamic acid, oxyranylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h / Ambient temperature
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

<3,5-bis<<<2,3-bis(acetyloxy)propyl>amino>carbonyl>-2,4,6-triiodophenyl>carbamic acid, (S)-oxyranylmethyl ester

<3,5-bis<<<2,3-bis(acetyloxy)propyl>amino>carbonyl>-2,4,6-triiodophenyl>carbamic acid, (S)-oxyranylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

<3,5-bis<<<2,3-bis(acetyloxy)propyl>amino>carbonyl>-2,4,6-triiodophenyl>carbamic acid, (R)-oxiranylmethyl ester

<3,5-bis<<<2,3-bis(acetyloxy)propyl>amino>carbonyl>-2,4,6-triiodophenyl>carbamic acid, (R)-oxiranylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N,N'-bis<2,3-bis(acetyloxy)propyl>-5-<4-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide
136453-01-5

N,N'-bis<2,3-bis(acetyloxy)propyl>-5-<4-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h / Ambient temperature
4: 75 percent / pyridine / 2 h / 75 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N,N'-bis<2,3-bis(acetyloxy)propyl>-5-<4(R)-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

N,N'-bis<2,3-bis(acetyloxy)propyl>-5-<4(R)-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h / Ambient temperature
4: pyridine / 2 h / 75 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N,N'-bis<2,3-bis(acetyloxy)propyl>-5-<4(S)-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

N,N'-bis<2,3-bis(acetyloxy)propyl>-5-<4(S)-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h / Ambient temperature
4: pyridine / 2 h / 75 °C
View Scheme
5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide
76801-93-9

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

N,N'-bis(2,3-dihydroxypropyl)-5-<4-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

N,N'-bis(2,3-dihydroxypropyl)-5-<4-(hydroxymethyl)-2-oxo-3-oxazolidinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / 6 h / Ambient temperature
2: dioxane; toluene / 15 h / 60 °C
3: phenylmercuric acetate / dioxane / 4 h / Ambient temperature
4: 75 percent / pyridine / 2 h / 75 °C
5: 73 percent / MeONa / methanol / 1 h
View Scheme

76801-93-9Relevant articles and documents

Contrast medium of the impurity F synthetic method and its impurity G contrast medium, impurity H and impurity M application in the synthesis of

-

, (2019/07/05)

The invention relates to a synthesis method of contrast medium impurities, in particular to a contrast medium impurity F synthetic method and its in the contrast medium impurity G, impurity H and M application in the synthesis of the impurity, which belongs to the field of medical technology. The method is to 5 - nitro - 1, 3 - benzene dicarboxylic acid dimethyl ester (formula 2 compound) and 2, 3 - dihydroxy propylamine as raw materials of formula 3 compound, type 3 compound with hydrogen reduction reaction [...] 4 compound, of formula 4 with a compound obtained by reaction of the impurity F [...] contrast medium. The invention relates to 5 - nitro - 1, 3 - benzene dicarboxylic acid dimethyl ester (formula 2 compound) as the starting material, the synthesis of 5 - amino - N, double-N' - (2, 3 - dihydroxy-propyl) - diiodo - 1, 3 - benzene dicarboxylic amide (formula 1 compounds) and then to of formula 1 as the starting material for the synthesis of impurity G, impurity H and impurity M, for the contrast medium quality control to provide acceptable impurity reference substance.

IODINATION PROCESS FOR THE PREPARATION OF 3,5-DISUBSTITUTED-2,4,6-TRIIODO AROMATIC AMINES COMPOUNDS

-

Page/Page column 20, (2013/05/22)

The invention discloses a improved process for the preparation of 3,5-disubstituted- 2,4,6-triiodo aromatic amines of formula (II), wherein R1 and R2 are defined as herein. The compounds of formula (II) are the key intermediates for the synthesis of a series of non-ionic contrast agents such as Iopamidol, Iohexol and Iodixanol. The process comprises reacting chlorine-free iodinating reagents with 3,5-disubstituted-2,4,6-triiodo aromatic amines to obtain 3,5-disubstituted-2,4,6-triiodo aromatic amines of formula (II), wherein the molar yield of the iodination reaction can reach to 89%.

Decolorizing 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide, a contrast media intermediate

-

Page/Page column 5, (2011/02/26)

This invention relates to an improved method for the synthesis of 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (Compound B), an intermediate in the industrial preparation of non-ionic X-ray contrast agents. In particular, it relates to a process for decolorizing said intermediate.

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