• Name

  N-Boc-N,N-bis(2-chloroethyl)amine

• EINECS
• CAS No. 118753-70-1
• Article Data58
• CAS DataBase
• Density 1.149 g/cm³
• Solubility
• Melting Point
• Formula C₉H₁₇Cl₂NO₂
• Boiling Point 290.662 °C at 760 mmHg
• Molecular Weight 242.145
• Flash Point 129.588 °C
• Transport Information
• Appearance White to off-white powder
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Carbamicacid, bis(2-chloroethyl)-, 1,1-dimethylethyl ester (9CI);Bis(2-chloroethyl)-N-(tert-butoxycarbonyl)amine;Bis(2-chloroethyl)-tert-butoxycarbonylamine;Bis(2-chloroethyl)carbamic acid1,1-dimethylethyl ester;Bis(2-chloroethyl)carbamic acid tert-butyl ester;Bis-(2-chloroethyl)carbamic acid tert-butyl ester;N,N-Bis(2-chloroethyl)carbamicacid tert-butyl ester;N-(tert-Butyloxycarbonyl)-N,N-bis(2-chloroethyl)amine;N-Boc-N,N-bis(2-chloroethyl)amine;N-Bocbis(2-chloroethyl)amine;N-tert-Butoxycarbonyl-N,N-bis(2-chloroethyl)amine;tert-ButylN,N-bis(2-chloroethyl)carbamate;tert-Butyl bis(2-chloroethyl)carbamate;
• PSA 29.54000
• LogP 2.70110

Synthetic route

24424-99-5

di-tert-butyl dicarbonate

821-48-7

bis-(2-chloroethyl)amine hydrochloride

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

Conditions

Conditions	Yield
With triethylamine	100%
In dichloromethane	100%
With sodium hydroxide In dichloromethane at 20℃; for 18.5h;	100%

24424-99-5

di-tert-butyl dicarbonate

334-22-5

N,N-bis(chloro-2-ethyl)amine

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	49%
With triethylamine In dichloromethane at 0 - 20℃;	49%
With N-ethyl-N,N-diisopropylamine In dichloromethane

24424-99-5

di-tert-butyl dicarbonate

821-48-7

bis-(2-chloroethyl)amine hydrochloride

A

473735-52-3

4-aminomethyl-4-(4-iodo-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

B

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

Conditions

Conditions	Yield
With triethanolamine In dichloromethane	A 42% B n/a

...Expand

24424-99-5

di-tert-butyl dicarbonate

334-22-5

N,N-bis(chloro-2-ethyl)amine

A

N-(2,2'-bischloro)-diethyl-N-(1,1-dimethylethoxy)carbonyl amine

N-(2,2'-bischloro)-diethyl-N-(1,1-dimethylethoxy)carbonyl amine

B

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane
With N-ethyl-N,N-diisopropylamine In dichloromethane
With N-ethyl-N,N-diisopropylamine In dichloromethane

...Expand

821-48-7

bis-(2-chloroethyl)amine hydrochloride

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

334-22-5

N,N-bis(chloro-2-ethyl)amine

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

75279-53-7

2-(4-chloro-2-fluoro-phenyl)acetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1093956-69-4

1,1-dimethylethyl 4-(4-chloro-2-fluorophenyl)-4-cyano-1-piperidinecarboxylate

Conditions

Conditions	Yield
With sodium hydroxide; methyl tributylammonium chloride In water; toluene at 40℃; for 14h; Product distribution / selectivity;	100%
Stage #1: 2-(4-chloro-2-fluoro-phenyl)acetonitrile With sodium hydride In dimethyl sulfoxide at 20℃; for 1h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In dimethyl sulfoxide at 20℃; for 3h;	38%
Stage #1: 2-(4-chloro-2-fluoro-phenyl)acetonitrile With sodium hydride In dimethyl sulfoxide at 23℃; for 0.166667h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In dimethyl sulfoxide at 85℃; for 1.5h;	38%
Stage #1: 2-(4-chloro-2-fluoro-phenyl)acetonitrile With sodium hydride In dimethyl sulfoxide at 23℃; for 0.166667h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In dimethyl sulfoxide at 85℃; for 1.5h;	38%
With sodium hydride In dimethyl sulfoxide

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

57260-71-6

1-t-Butoxycarbonylpiperazine

Conditions

Conditions	Yield
With ammonium hydroxide at 60℃; for 5.5h; Time;	94.3%

123-30-8

4-amino-phenol

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

158985-25-2

tert-butyl 4-(4-hydroxyphenyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 20h;	93%

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

10387-40-3

potassium thioacetate

321658-86-0

N-tert-butoxycarbonyl bis(2-thioacetoxyethyl)amine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 48h;	89.8%
In N,N-dimethyl-formamide at 20℃; for 72h;	82%
In N,N-dimethyl-formamide at 20℃; for 48h;	35%

92552-22-2

(2-benzyloxyphenyl)acetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

C19H20N2O

Conditions

Conditions	Yield
Stage #1: (2-benzyloxyphenyl)acetonitrile With sodium hydride In Pionier 2076; N,N-dimethyl-formamide at 0 - 23℃; for 0.166667h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In Pionier 2076; N,N-dimethyl-formamide at 0 - 80℃; Stage #3: With ammonium chloride In Pionier 2076; water; N,N-dimethyl-formamide	74%

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

140-53-4

p-chlorobenzyl cyanide

218451-34-4

4-(4-chloro-phenyl)-4-cyano-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; Inert atmosphere;	71%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; Inert atmosphere;	71%
With sodium hydride In N,N-dimethyl-formamide at 20 - 65℃;	70%

1529-41-5

3-chloro-benzeneacetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

553631-33-7

tert-butyl 4-(3-chlorophenyl)-4-cyanopiperidine-1-carboxylate

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium tert-butylate In toluene for 12h; Reflux;	70%
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide at 20 - 60℃;

54401-85-3

pyridin-4-yl-acetic acid ethyl ester

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

954125-18-9

1-tert-butyl 4-ethyl 4-(pyridin-4-yl)piperidine-1,4-dicarboxylate

Conditions

Conditions	Yield
With 18-crown-6 ether; sodium hydride In N,N-dimethyl-formamide at 25℃; for 4h;	67%

886499-03-2

2-(2,6-difluoro-4-methoxyphenyl)acetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1-(tert-butyloxycarbonyl)-4-(2,6-difluoro-4-methoxyphenyl)piperidine-4-carbonitrile

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 0 - 80℃; for 3h;	66%
With sodium hydride In N,N-dimethyl-formamide at 80℃; for 3h;	881.4 mg

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

95-13-6

1-indene

137419-24-0

1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine>

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 0℃;	65%
With lithium hexamethyldisilazane; hydrazine In tetrahydrofuran at 2℃; for 2.5h; Cooling with ice;	58%
Stage #1: 1-indene With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 1h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In tetrahydrofuran at 0 - 20℃; for 2.5h;	57%

1197860-92-6

C26H36O4Si

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1197860-97-1

C35H51NO6Si

Conditions

Conditions	Yield
Stage #1: C26H36O4Si With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In tetrahydrofuran at -78 - 0℃; for 8h; regioselective reaction;	65%

1292306-61-6

C16H21NO3

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1292306-62-7

C25H36N2O5

Conditions

Conditions	Yield
With sodium hydride In Pionier 2076; N,N-dimethyl-formamide at 0 - 75℃; for 5h;	65%

13671-28-8

2,6-bis(mercaptomethyl)pyridine

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

771500-96-0

N-t-butoxycarbonyl 2,8-dithia-5-aza-2,6-pyridinophane

Conditions

Conditions	Yield
Stage #1: 2,6-bis(mercaptomethyl)pyridine; N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine With CsCO3 In N,N-dimethyl-formamide at 55℃; for 24h; Stage #2: In N,N-dimethyl-formamide at 20℃; for 20h; Further stages.;	64%

31938-07-5

(3-bromophenyl)acetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

849928-28-5

tert-butyl 4-(3-bromophenyl)-4-cyanopiperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; for 17h;	63%
With sodium hydride In N,N-dimethyl-formamide at 0 - 60℃; for 3h; Inert atmosphere;

101012-32-2

2-(2-chloropyridin-3-yl)acetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1315335-16-0

2-chloro-4'-cyano-3',4',5',6'-tetrahydro-2'H-[3,4']-bipyridinyl-1'-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 2-(2-chloropyridin-3-yl)acetonitrile With sodium hydride In dimethyl sulfoxide at 20℃; for 1h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In dimethyl sulfoxide at 70℃; for 2h;	61%
Stage #1: 2-(2-chloropyridin-3-yl)acetonitrile With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In N,N-dimethyl-formamide at 0 - 20℃; for 5.16h;	16.5 g

16433-88-8

2,7-dibromo-9H-fluorene

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1616113-98-4

tert-butyl 2,7-dibromospiro[fluorene-9,4'-piperidine]-1'-carboxylate

Conditions

Conditions	Yield
Stage #1: 2,7-dibromo-9H-fluorene With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 0.5h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In tetrahydrofuran; mineral oil at 0℃; for 4h; Reflux;	61%

104-47-2

p-methoxybenzylnitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

553631-38-2

tert-butyl 4-cyano-4-(4-methoxyphenyl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 60℃; for 17h;	61%

459-22-3

4-fluorophenylacetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

256951-79-8

4-(4-fluorophenyl)-tert-butoxycarbonylpiperidine-4-carbonitrile

Conditions

Conditions	Yield
Stage #1: 4-fluorophenylacetonitrile With sodium hydride In dimethyl sulfoxide at 20℃; for 1.5h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In dimethyl sulfoxide at 20℃; for 2h;	60%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 60℃; for 16h;	58%
With sodium hydride In N,N-dimethyl-formamide at 0 - 60℃; for 24h;	54%

2-(2-(benzyloxy)-5-bromophenyl)acetonitrile

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1295645-05-4

4-(2-benzyloxy-5-bromophenyl)-4-cyanopiperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 18h;	60%

N-Boc-N,N-bis(2-chloroethyl)amine Specification