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3197-06-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3197-06-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,9 and 7 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3197-06:
(6*3)+(5*1)+(4*9)+(3*7)+(2*0)+(1*6)=86
86 % 10 = 6
So 3197-06-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H16N2O2/c7-1-2-8(3-5-9)4-6-10/h9-10H,1-7H2/p+2

3197-06-6 Well-known Company Product Price

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  • Alfa Aesar

  • (32312)  N,N-Bis(2-hydroxyethyl)ethylenediamine   

  • 3197-06-6

  • 1g

  • 861.0CNY

  • Detail
  • Alfa Aesar

  • (32312)  N,N-Bis(2-hydroxyethyl)ethylenediamine   

  • 3197-06-6

  • 5g

  • 4095.0CNY

  • Detail

3197-06-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[2-aminoethyl(2-hydroxyethyl)amino]ethanol

1.2 Other means of identification

Product number -
Other names 2,2'-((2-Aminoethyl)azanediyl)diethanol

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:3197-06-6 SDS

3197-06-6Synthetic route

N-(2phthalimidoethyl)diethanolamine
118839-29-5

N-(2phthalimidoethyl)diethanolamine

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2.5h; Heating;80%
2-(bis(2-hydroxyethyl)amino)acetonitrile
86241-19-2

2-(bis(2-hydroxyethyl)amino)acetonitrile

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
Stage #1: 2-(bis(2-hydroxyethyl)amino)acetonitrile With C46H178O41Si42; titanium(IV)isopropoxide In toluene at 60℃; for 24h; Inert atmosphere;
Stage #2: With water; sodium hydroxide In toluene at 20℃; for 4h; Inert atmosphere;
37%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
oxirane
75-21-8

oxirane

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With methanol und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure;
(i) H2O, (ii) aq. NaOH; Multistep reaction;
(i) EtOH, (ii) aq. HCl; Multistep reaction;
ethylenediamine
107-15-3

ethylenediamine

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With water at 100℃;
triethanolamine
102-71-6

triethanolamine

A

piperazine
110-85-0

piperazine

B

1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

C

aminoethylpiperazine
140-31-8

aminoethylpiperazine

D

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With ammonia; hydrogen; Ni/Re (6.8wtpercent/1.8wtpercent) on silica/alumina (80/20) at 170℃; under 85781.4 - 99537.9 Torr; for 10h; Product distribution / selectivity; Autoclave;
triethanolamine
102-71-6

triethanolamine

A

1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

B

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With ammonia; hydrogen; Ni/Re (6.8wtpercent/1.8wtpercent) on silica/alumina (80/20) at 165℃; under 85781.4 - 99537.9 Torr; for 4h; Product distribution / selectivity; Autoclave;
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

4-N-octyl-N-methylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole
1048697-12-6

4-N-octyl-N-methylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole

4-(2'-N,N-diethanolaminoethyl)amino-7-N-octyl-N-methylaminosulfonyl-2,1,3-benzoxadiazole
1048697-05-7

4-(2'-N,N-diethanolaminoethyl)amino-7-N-octyl-N-methylaminosulfonyl-2,1,3-benzoxadiazole

Conditions
ConditionsYield
In acetonitrile at 60℃; for 4h;96%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

[Bis(methylthio)methylene]malononitrile
5147-80-8

[Bis(methylthio)methylene]malononitrile

[1,3-bis(2-hydroxyethyl)imidazolidin-2-ylidene]malononitrile
111161-06-9

[1,3-bis(2-hydroxyethyl)imidazolidin-2-ylidene]malononitrile

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Heating / reflux;95.3%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride
224789-26-8

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride

N-2-{N,N-bis(2-hydroxyethyl)amino}ethyl-4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonamide

N-2-{N,N-bis(2-hydroxyethyl)amino}ethyl-4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonamide

Conditions
ConditionsYield
91%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

7-chloro-N,N-dimethylbenzo[c][1,2,5]oxadiazole-4-sulfonamide
192119-42-9

7-chloro-N,N-dimethylbenzo[c][1,2,5]oxadiazole-4-sulfonamide

4-(2'-N,N-diethanolaminoethyl)amino-7-N,N-dimethylaminosulfonyl-2,1,3-benzoxadiazole
1048696-96-3

4-(2'-N,N-diethanolaminoethyl)amino-7-N,N-dimethylaminosulfonyl-2,1,3-benzoxadiazole

Conditions
ConditionsYield
In acetonitrile at 60℃; for 4h;91%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

2,9-di(di(2-hydroxyethyl)aminoethyl)-1,2,3,8,9,10-hexahydroisoquino[6',5',4':10,5,6] anthra[2,1,9-def]isoquinoline-1,3,8,10-tetraone

2,9-di(di(2-hydroxyethyl)aminoethyl)-1,2,3,8,9,10-hexahydroisoquino[6',5',4':10,5,6] anthra[2,1,9-def]isoquinoline-1,3,8,10-tetraone

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In quinoline at 240℃; for 4h; Inert atmosphere;89.7%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

1,8-naphthalimide-m-benzenesulfonylchloride

1,8-naphthalimide-m-benzenesulfonylchloride

C24H25N3O6S

C24H25N3O6S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;85%
potassium hexacyanocobaltate(III)

potassium hexacyanocobaltate(III)

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

[Ni2(N,N-bis(2-hydroxyethyl)ethylenediamine)2Co(CN)6]*3H2O

[Ni2(N,N-bis(2-hydroxyethyl)ethylenediamine)2Co(CN)6]*3H2O

Conditions
ConditionsYield
In water for 0.0833333h;83%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

1-pyrenesulfonyl chloride
61494-52-8

1-pyrenesulfonyl chloride

N-(2-(bis(2-hydroxyethyl)amino)ethyl)pyrene-1-sulfonamide

N-(2-(bis(2-hydroxyethyl)amino)ethyl)pyrene-1-sulfonamide

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 3h;81%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Thioctic acid
1077-28-7, 62-46-4

Thioctic acid

2-(2-Aminoethylamino)ethanol
111-41-1

2-(2-Aminoethylamino)ethanol

Conditions
ConditionsYield
Stage #1: Thioctic acid With 1,1'-carbonyldiimidazole In chloroform at 20℃; for 1h; Inert atmosphere;
Stage #2: N,N-bis(2-hydroxyethyl)ethylidenediamine In chloroform at 20℃; Inert atmosphere;
80%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Trt-Gly
5893-05-0

Trt-Gly

N-{[N',N'-bis-(2-hydroxyethyl)]-2-aminoethyl}-N''-tritylglycyl carboxamide
146172-86-3

N-{[N',N'-bis-(2-hydroxyethyl)]-2-aminoethyl}-N''-tritylglycyl carboxamide

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 40℃; for 0.5h; Condensation;72%
copper(II) perchlorate hexahydrate

copper(II) perchlorate hexahydrate

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

acetonitrile
75-05-8

acetonitrile

2,4,6-tricarboxyphloroglucinol

2,4,6-tricarboxyphloroglucinol

[Cu3(2,4,6-triacetylphlorogucinol(-3H))(2-(bis(2-hydroxyethyl)amino)ethylamine)3][ClO4]3*(acetonitrile)

[Cu3(2,4,6-triacetylphlorogucinol(-3H))(2-(bis(2-hydroxyethyl)amino)ethylamine)3][ClO4]3*(acetonitrile)

Conditions
ConditionsYield
With Et3N In ethanol; acetonitrile EtOH soln. of H2bhea (0.3 mmol) mixed with EtOH soln. of Cu compd., evapd. (N2 flow), dissolved (MeCN), MeCN soln. of H3tapg (0.1 mmol) and Et3N(0.3 mmol) added; crystd. on storage (Et2O, room temp.), elem. anal.;70%
potassium cyanide

potassium cyanide

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

palladium dichloride

palladium dichloride

Ni(N,N-bis(2-hydroxyethyl)-ethylenediamine)Pd(CN)4

Ni(N,N-bis(2-hydroxyethyl)-ethylenediamine)Pd(CN)4

Conditions
ConditionsYield
In ethanol; water for 0.75h;60%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

(RP)-5'-O-(4,4-dimethoxytrityl)-2'-thymidylyl-(3'->5')-3'-O-<1,1-dimethylethyl)dimethylsilyl>-thymidine 3'-H-phosphonate
133471-17-7, 133574-78-4, 252897-94-2

(RP)-5'-O-(4,4-dimethoxytrityl)-2'-thymidylyl-(3'->5')-3'-O-<1,1-dimethylethyl)dimethylsilyl>-thymidine 3'-H-phosphonate

C53H73N6O15PSi
646506-22-1

C53H73N6O15PSi

Conditions
ConditionsYield
With pyridine In tetrachloromethane; acetonitrile for 0.166667h;55%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

(SP)-5'-O-(4,4-dimethoxytrityl)-2'-thymidylyl-(3'->5')-3'-O-<1,1-dimethylethyl)dimethylsilyl>-thymidine 3'-H-phosphonate
133471-17-7, 133574-78-4, 252897-94-2

(SP)-5'-O-(4,4-dimethoxytrityl)-2'-thymidylyl-(3'->5')-3'-O-<1,1-dimethylethyl)dimethylsilyl>-thymidine 3'-H-phosphonate

C53H73N6O15PSi
646506-08-3

C53H73N6O15PSi

Conditions
ConditionsYield
With pyridine In tetrachloromethane; acetonitrile for 0.166667h;55%
N-(2phthalimidoethyl)diethanolamine
118839-29-5

N-(2phthalimidoethyl)diethanolamine

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With hydrazine hydrate In methanol for 2.5h; Heating;80%
2-(bis(2-hydroxyethyl)amino)acetonitrile
86241-19-2

2-(bis(2-hydroxyethyl)amino)acetonitrile

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
Stage #1: 2-(bis(2-hydroxyethyl)amino)acetonitrile With C46H178O41Si42; titanium(IV)isopropoxide In toluene at 60℃; for 24h; Inert atmosphere;
Stage #2: With water; sodium hydroxide In toluene at 20℃; for 4h; Inert atmosphere;
37%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
oxirane
75-21-8

oxirane

monoacetylaminoethylamine
1001-53-2

monoacetylaminoethylamine

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With methanol und Erwaermen des Reaktionsprodukts mit wss.Salzsaeure;
(i) H2O, (ii) aq. NaOH; Multistep reaction;
(i) EtOH, (ii) aq. HCl; Multistep reaction;
ethylenediamine
107-15-3

ethylenediamine

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With water at 100℃;
triethanolamine
102-71-6

triethanolamine

A

piperazine
110-85-0

piperazine

B

1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

C

aminoethylpiperazine
140-31-8

aminoethylpiperazine

D

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

Conditions
ConditionsYield
With ammonia; hydrogen; Ni/Re (6.8wtpercent/1.8wtpercent) on silica/alumina (80/20) at 170℃; under 85781.4 - 99537.9 Torr; for 10h; Product distribution / selectivity; Autoclave;
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

4-N-octyl-N-methylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole
1048697-12-6

4-N-octyl-N-methylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole

4-(2'-N,N-diethanolaminoethyl)amino-7-N-octyl-N-methylaminosulfonyl-2,1,3-benzoxadiazole
1048697-05-7

4-(2'-N,N-diethanolaminoethyl)amino-7-N-octyl-N-methylaminosulfonyl-2,1,3-benzoxadiazole

Conditions
ConditionsYield
In acetonitrile at 60℃; for 4h;96%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

[Bis(methylthio)methylene]malononitrile
5147-80-8

[Bis(methylthio)methylene]malononitrile

[1,3-bis(2-hydroxyethyl)imidazolidin-2-ylidene]malononitrile
111161-06-9

[1,3-bis(2-hydroxyethyl)imidazolidin-2-ylidene]malononitrile

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Heating / reflux;95.3%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride
224789-26-8

4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)-benzenelsulfonic acid chloride

N-2-{N,N-bis(2-hydroxyethyl)amino}ethyl-4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonamide

N-2-{N,N-bis(2-hydroxyethyl)amino}ethyl-4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonamide

Conditions
ConditionsYield
91%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

7-chloro-N,N-dimethylbenzo[c][1,2,5]oxadiazole-4-sulfonamide
192119-42-9

7-chloro-N,N-dimethylbenzo[c][1,2,5]oxadiazole-4-sulfonamide

4-(2'-N,N-diethanolaminoethyl)amino-7-N,N-dimethylaminosulfonyl-2,1,3-benzoxadiazole
1048696-96-3

4-(2'-N,N-diethanolaminoethyl)amino-7-N,N-dimethylaminosulfonyl-2,1,3-benzoxadiazole

Conditions
ConditionsYield
In acetonitrile at 60℃; for 4h;91%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

2,9-di(di(2-hydroxyethyl)aminoethyl)-1,2,3,8,9,10-hexahydroisoquino[6',5',4':10,5,6] anthra[2,1,9-def]isoquinoline-1,3,8,10-tetraone

2,9-di(di(2-hydroxyethyl)aminoethyl)-1,2,3,8,9,10-hexahydroisoquino[6',5',4':10,5,6] anthra[2,1,9-def]isoquinoline-1,3,8,10-tetraone

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In quinoline at 240℃; for 4h; Inert atmosphere;89.7%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

1,8-naphthalimide-m-benzenesulfonylchloride

1,8-naphthalimide-m-benzenesulfonylchloride

C24H25N3O6S

C24H25N3O6S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;85%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

(SP)-5'-O-(4,4-dimethoxytrityl)-2'-thymidylyl-(3'->5')-3'-O-<1,1-dimethylethyl)dimethylsilyl>-thymidine 3'-H-phosphonate
133471-17-7, 133574-78-4, 252897-94-2

(SP)-5'-O-(4,4-dimethoxytrityl)-2'-thymidylyl-(3'->5')-3'-O-<1,1-dimethylethyl)dimethylsilyl>-thymidine 3'-H-phosphonate

C53H73N6O15PSi
646506-08-3

C53H73N6O15PSi

Conditions
ConditionsYield
With pyridine In tetrachloromethane; acetonitrile for 0.166667h;55%
(2E)-3-[4-amino-3-(3-methoxy-4-{[(1-methyl-1H-indol-2-yl)carbonyl]amino}phenyl)thieno[3,2-c]pyridin-7-yl]acrylic acid (sodium salt)

(2E)-3-[4-amino-3-(3-methoxy-4-{[(1-methyl-1H-indol-2-yl)carbonyl]amino}phenyl)thieno[3,2-c]pyridin-7-yl]acrylic acid (sodium salt)

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

N-(4-{4-amino-7-[(1E)-3-({2-[bis(2-hydroxyethyl)amino]-ethyl}amino)-3-oxo-1-propenyl]thieno[3,2-c]pyridin-3-yl}-2-methoxyphenyl)-1-methyl-1H-indole-2-carboxamide

N-(4-{4-amino-7-[(1E)-3-({2-[bis(2-hydroxyethyl)amino]-ethyl}amino)-3-oxo-1-propenyl]thieno[3,2-c]pyridin-3-yl}-2-methoxyphenyl)-1-methyl-1H-indole-2-carboxamide

Conditions
ConditionsYield
Stage #1: (2E)-3-[4-amino-3-(3-methoxy-4-{[(1-methyl-1H-indol-2-yl)carbonyl]amino}phenyl)thieno[3,2-c]pyridin-7-yl]acrylic acid (sodium salt); N,N-bis(2-hydroxyethyl)ethylidenediamine With sodium hydroxide; O-benzotriazole-1-yl-N, N, N',N'-tetramethyluronium hehafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 2h;
Stage #3: With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 18h;
55%
zinc(II) bis(tetrafluoroborate) hydrate

zinc(II) bis(tetrafluoroborate) hydrate

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

(Zn2O(H2NCH2CH2N(CH2CH2OH)2)2)(2+)*2BF4(1-)=(Zn2O(H2NCH2CH2N(CH2CH2OH)2)2)(BF4)2

(Zn2O(H2NCH2CH2N(CH2CH2OH)2)2)(2+)*2BF4(1-)=(Zn2O(H2NCH2CH2N(CH2CH2OH)2)2)(BF4)2

Conditions
ConditionsYield
In methanol to soln. Zn(BF4)2 in MeOH was added ligand and stirred for 30 min at room temp.; Et2O was added, crystals were recrystd. from MeOH/Et2O; elem. anal.;54%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

2-[2-(N-tert-butoxycarbonylamino)ethyl]-5-(p-toluenesulfonyloxy)-isoquino[8,7,6-cd]indazole-6(2H)-one
156090-04-9

2-[2-(N-tert-butoxycarbonylamino)ethyl]-5-(p-toluenesulfonyloxy)-isoquino[8,7,6-cd]indazole-6(2H)-one

[2-(5-{2-[bis-(2-hydroxy-ethyl)-amino]-ethylamino}-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl)-ethyl]-carbamic acid tert-butyl ester
220073-92-7

[2-(5-{2-[bis-(2-hydroxy-ethyl)-amino]-ethylamino}-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl)-ethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine at 70℃;53%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)-benzoyl chloride

2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)-benzoyl chloride

N-(2-(bis(2-hydroxyethyl)amino)ethyl)-2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)benzamide
1611453-62-3

N-(2-(bis(2-hydroxyethyl)amino)ethyl)-2-(((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)thio)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 0.5h;52%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

N,N-bis(2-chloroethyl)-1,2-ethanediamine dihydrochloride
3399-66-4, 133299-60-2

N,N-bis(2-chloroethyl)-1,2-ethanediamine dihydrochloride

Conditions
ConditionsYield
With thionyl chloride for 48h; Ambient temperature;49%
With thionyl chloride
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

5-chloro-2-[2-[(2-hydroxyethyl)amino]ethyl]-7,10-bis(phenylmethoxy)anthra[1,9-cd]-pyrazol-6(2H)-one
91441-59-7

5-chloro-2-[2-[(2-hydroxyethyl)amino]ethyl]-7,10-bis(phenylmethoxy)anthra[1,9-cd]-pyrazol-6(2H)-one

7,10-Bis-benzyloxy-5-{2-[bis-(2-hydroxy-ethyl)-amino]-ethylamino}-2-[2-(2-hydroxy-ethylamino)-ethyl]-2H-dibenzo[cd,g]indazol-6-one
104740-32-1

7,10-Bis-benzyloxy-5-{2-[bis-(2-hydroxy-ethyl)-amino]-ethylamino}-2-[2-(2-hydroxy-ethylamino)-ethyl]-2H-dibenzo[cd,g]indazol-6-one

Conditions
ConditionsYield
at 132℃; for 3h;48%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

4-(tert-Butoxycarbonylaminomethyl)benzoic acid
33233-67-9

4-(tert-Butoxycarbonylaminomethyl)benzoic acid

C19H31N3O5
1257585-41-3

C19H31N3O5

Conditions
ConditionsYield
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In N,N-dimethyl-formamide at 20℃; for 16h;48%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

2-<2--N-(2-hydroxyethyl)amino>ethyl>-5-<<(4-methylphenyl)sulfonyl>oxy>indazolo<4,3-gh>isoquinolin-6(2H)-one
188964-72-9

2-<2--N-(2-hydroxyethyl)amino>ethyl>-5-<<(4-methylphenyl)sulfonyl>oxy>indazolo<4,3-gh>isoquinolin-6(2H)-one

[2-(5-{2-[bis-(2-hydroxy-ethyl)-amino]-ethylamino}-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl)-ethyl]-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester
220073-95-0

[2-(5-{2-[bis-(2-hydroxy-ethyl)-amino]-ethylamino}-6-oxo-6H-1,2,9-triaza-aceanthrylen-2-yl)-ethyl]-(2-hydroxy-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With pyridine Ambient temperature;47%
N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

di(4-isocyanatophenyl)methane
101-68-8

di(4-isocyanatophenyl)methane

C27H42N6O6

C27H42N6O6

Conditions
ConditionsYield
In dichloromethane for 2.5h; Heating / reflux;47%
potassium hexacyanocobaltate(III)

potassium hexacyanocobaltate(III)

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

water
7732-18-5

water

zinc(II) chloride
7646-85-7

zinc(II) chloride

[Zn2(N,N-bis(2-hydroxyethyl)ethylenediamine)2Co(CN)6]*5H2O

[Zn2(N,N-bis(2-hydroxyethyl)ethylenediamine)2Co(CN)6]*5H2O

Conditions
ConditionsYield
In water for 0.0833333h;45%
potassium hexacyanocobaltate(III)

potassium hexacyanocobaltate(III)

cadmium(II) sulfate*8/3H2O

cadmium(II) sulfate*8/3H2O

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

K[Cd(N,N-bis(2-hydroxyethyl)ethylenediamine)Co(CN)6]*1.5H2O

K[Cd(N,N-bis(2-hydroxyethyl)ethylenediamine)Co(CN)6]*1.5H2O

Conditions
ConditionsYield
In water at 20℃;45%
potassium cyanide

potassium cyanide

cadmium(II) sulfate*8/3H2O

cadmium(II) sulfate*8/3H2O

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

palladium dichloride

palladium dichloride

[Cd(N,N-bis(2-hydroxyethyl)-ethylenediamine)2][Pd(CN)4]

[Cd(N,N-bis(2-hydroxyethyl)-ethylenediamine)2][Pd(CN)4]

Conditions
ConditionsYield
In ethanol; water44%
manganese(II) bromide

manganese(II) bromide

methanol
67-56-1

methanol

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

sodium dicyanamide
1934-75-4

sodium dicyanamide

[(Mn(II)2Mn(IV)2O2(N,N-bis(2-hydroxyethyl)ethylenediamine(2-))2(H2O)2(MeOH)2(dicyanamide)2)Br2]n

[(Mn(II)2Mn(IV)2O2(N,N-bis(2-hydroxyethyl)ethylenediamine(2-))2(H2O)2(MeOH)2(dicyanamide)2)Br2]n

Conditions
ConditionsYield
In methanol soln. MnBr2, N,N-bis(2-hydroxyethyl)ethylene diamine and Na(dca) in MeOHwas stirred for 2 h; soln. was filtered, slow evapn., 3 days; elem. anal.;42%
manganese(II) bromide

manganese(II) bromide

ethanol
64-17-5

ethanol

N,N-bis(2-hydroxyethyl)ethylidenediamine
3197-06-6

N,N-bis(2-hydroxyethyl)ethylidenediamine

[Mn4O2(N,N-bis(2-hydroxyethyl)ethylenediamine(2-))2(EtOH)6Br2]Br2

[Mn4O2(N,N-bis(2-hydroxyethyl)ethylenediamine(2-))2(EtOH)6Br2]Br2

Conditions
ConditionsYield
In ethanol soln. MnBr2 and ligand inn EtOH was stirred for 1 h; soln. was filtered, Et2O diffusion; elem. anal.;42%

3197-06-6Relevant articles and documents

Straightforward access to cyclic amines by dinitriles reduction

Laval, Stéphane,Dayoub, Wissam,Pehlivan, Leyla,Métay, Estelle,Favre-Reguillon, Alain,Delbrayelle, Dominique,Mignani, Gérard,Lemaire, Marc

supporting information, p. 975 - 983 (2014/01/23)

1,1,3,3-Tetramethyldisiloxane (TMDS) and polymethylhydrosiloxane (PMHS), when associated with titanium(IV) isopropoxide, provide two convenient systems for the reduction of nitriles into the corresponding primary amines. Kinetics of the two systems have been studied by 1H NMR and demonstrated that reduction with PMHS occurs faster than with TMDS. These two titanium-based systems reduce both aromatic and aliphatic nitriles in the presence of Br, CC, NO2, OH, and cyclopropyl-ring. In the case of cyclopropyl-nitriles, the formation of secondary amines, which come from an intermolecular reductive alkylation reaction was observed. This result was exploited for the reduction of dinitriles, which led, in one-step, to azepane, piperidine, pyrrolidine, and azetidine derivatives through an intramolecular reductive alkylation reaction.

Synthesis and properties of oligo-2′-deoxyribonucleotides containing internucleotidic phosphoramidate linkages modified with pendant groups ending with either two amino or two hydroxyl functions

Asseline, Ulysse,Chassignol, Marcel,Draus, Jolanta,Durand, Maurice,Maurizot, Jean-Claude

, p. 3499 - 3511 (2007/10/03)

Single and multiple incorporations of stereochemically pure modified dinucleoside-phosphoramidates involving substituent groups ending with bis-hydroxyethyl and bis-aminoethyl groups have been performed into pyrimidic triple helix-forming oligo-2′-deoxyribonucleotides designed to bind parallel to the purine strand of the DNA target. The ability of these modified oligo-2′-deoxyribonucleotides to form triple helices has been studied by UV-melting curve analyses, and circular dichroism. Only the oligonucleotides involving modified phosphate groups with the Rp configuration formed more stable triple helices than did the parent phosphodiester sequences. Incorporating the modifications into the third oligonucleotide strands has little effect on the structure of the triplexes. At pH 7, the incorporation of two, three or four modified phosphate groups into the third strands stabilizes the triplexes, as compared to the unmodified oligonucleotide. Stronger stabilization was observed with compounds containing linkers ending with amino functions. Stability increases with the number of modifications without being fully additive. This might be due to the different environments of the phosphate groups inside the sequence.

Process for preparing nitrogen-containing heterocyclic compounds

-

, (2008/06/13)

Nitrogen-containing heterocyclic compounds are prepared by cyclization of a compound having the formula: EQU1 or EQU2 wherein X represents a hydrogen atom or --CH2 CHR-Y; R represents a hydrogen atom or methyl atom; Y represents an --OH group or --NH2 group; and n represents the integers 0 or 1 - 4; with a zeolite catalyst having the formula wherein M represents a cation selected from alkali metals, alkaline earth metals, zinc group elements, hydrogen and ammonium cations; n represents the valence of the cation; a is 1.0 ± 0.5 and m is 2 - 12.

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