Cyclopropyl isocyanide supplier

Name
Cyclopropyl isocyanide
EINECS
CAS No. 58644-53-4
Article Data5
CAS DataBase
Density
Solubility
Melting Point
Formula C₄H₅N
Boiling Point
Molecular Weight 67.0904
Flash Point
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Cyclopropylisocyanide;Cyclopropyl isonitrile;Isocyanocyclopropane;
PSA 0.00000
LogP 0.29880

Synthetic route

: 58644-54-5
N-cyclopropylformamide

: 58644-53-4
cyclopropyl isocyanide

Conditions

Conditions	Yield
With tributyl-amine; p-toluenesulfonyl chloride
With p-toluenesulfonyl chloride at 100℃;
With isocyanate de chlorosulfonyle; triethylamine In methanol; dichloromethane; toluene at 0 - 40℃; for 5.5h;
With triethylamine; trichlorophosphate In dichloromethane for 0.0666667h; Cooling with ice; Green chemistry;

: 67-66-3
chloroform

: 765-30-0
Cyclopropylamine

: 58644-53-4
cyclopropyl isocyanide

Conditions

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water at 20℃; for 12h;

: 58644-53-4
cyclopropyl isocyanide

: 153371-25-6
(2S)-2-(tert-butoxycarbonyl)aminobutyraldehyde

: 1439404-21-3
(2S,3S)-3-(tert-butoxycarbonylamino)-1-(cyclopropylamino)-1-oxopentan-2-yl acetate

Conditions

Conditions	Yield
With acetic acid In dichloromethane Inert atmosphere;	100%
With acetic acid In dichloromethane at 20℃; Inert atmosphere;	100%

: 1101869-53-7
{1-[2-(1-formyl-3-methyl-cyclobutylcarbamoyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester

: 58644-53-4
cyclopropyl isocyanide

: 64-19-7
acetic acid

: 1101869-54-8
acetic acid (1-{[3-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyryl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2-carbonyl]-amino}-3-methyl-cyclobutyl)-cyclopropylcarbamoyl-methyl ester

Conditions

Conditions	Yield
	94%

...Expand

: 58644-53-4
cyclopropyl isocyanide

: 5500-21-0
cyclopropropanecarbonitrile

Conditions

Conditions	Yield
at 520 - 550℃; under 0.01 Torr;	92%
With 1,1-Diphenylethylene In various solvent(s) at 210℃; Rate constant; Thermodynamic data; ΔG(excit.) <250 deg C>; ΔH(excit.), ΔS(excit.);	98 % Chromat.

: 1231183-20-2
C26H41F2N3O5

: 58644-53-4
cyclopropyl isocyanide

: 64-19-7
acetic acid

: 1231182-76-5
C32H50F2N4O7

Conditions

Conditions	Yield
In ethyl acetate at 20℃; Passerini reaction; Cooling with ice;	90%

...Expand

: 500-22-1
3-pyridinecarboxaldehyde

: 88-14-2
2-furanoic acid

: 58644-53-4
cyclopropyl isocyanide

: 92-67-1
4-Aminobiphenyl

: 2-(N-{[1,1′-biphenyl]-4-yl}-1-(furan-2-yl)formamido)-N-cyclopropyl-2-(pyridin-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: 3-pyridinecarboxaldehyde; 4-phenylalanine In methanol at 20℃; for 0.5h; Ugi Condensation; Inert atmosphere; Stage #2: 2-furanoic acid; cyclopropyl isocyanide In methanol at 20℃; Ugi Condensation; Inert atmosphere;	89%

...Expand

: 25187-00-2
2-iodobenzophenone

: 58644-53-4
cyclopropyl isocyanide

: 2-benzoyl-N-cyclopropylbenzamide

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; copper(I) oxide In water at 80℃; for 1h; Sonication; Green chemistry;	85%

: 58644-53-4
cyclopropyl isocyanide

: (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-hydroxypent-2-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide

: 64-19-7
acetic acid

: 1257874-86-4
C38H57N7O7

Conditions

Conditions	Yield
Stage #1: (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-hydroxypent-2-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide With sulfur trioxide pyridine complex; triethylamine In dichloromethane; dimethyl sulfoxide at -12 - -10℃; Stage #2: cyclopropyl isocyanide; acetic acid In dichloromethane at 0 - 20℃; for 18h;	84%

...Expand

: 58644-53-4
cyclopropyl isocyanide

: (R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid (3-oxopropyl)amide

: (R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid (3-cyclopropylcarbamoyl-3-hydroxypropyl)amide

Conditions

Conditions	Yield
Stage #1: cyclopropyl isocyanide; (R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid (3-oxopropyl)amide With chloroacetic acid In dichloromethane at 0 - 20℃; for 12h; Stage #2: With water; potassium carbonate In methanol at 20℃; for 5h;	81%

: 67-66-3
chloroform

: 58644-53-4
cyclopropyl isocyanide

: 67-64-1
acetone

: 3-(cyclopropylamino)-2,2-dimethyl-3-oxopropanoic acid

Conditions

Conditions	Yield
With sodium hydroxide at 0 - 20℃; Bargellini Reaction;	80%

...Expand

: 500-22-1
3-pyridinecarboxaldehyde

: 88-14-2
2-furanoic acid

: 769-92-6
4-tert-Butylaniline

: 58644-53-4
cyclopropyl isocyanide

: 2-[N-(4-tert-butylphenyl)-1-(furan-2-yl)formamido]-N-cyclopropyl-2-(pyridin-3-yl)acetamide

Conditions

Conditions	Yield
Stage #1: 3-pyridinecarboxaldehyde; 4-tert-Butylaniline In methanol at 20℃; for 0.5h; Ugi Condensation; Inert atmosphere; Stage #2: 2-furanoic acid; cyclopropyl isocyanide In methanol at 20℃; Ugi Condensation; Inert atmosphere;	80%

...Expand

: 1035377-59-3
(S)-(9H-fluoren-9-yl)methyl 1-cyclobutyl-3-oxopropan-2-ylcarbamate

: 58644-53-4
cyclopropyl isocyanide

: 64-19-7
acetic acid

: 1035377-60-6
(3S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-cyclobutyl-1-(cyclopropylamino)-1-oxobutan-2-yl acetate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 16h;	73%

...Expand

: 3612-20-2
1-phenylmethyl-4-piperidone

: 63-91-2
L-phenylalanine

: 58644-53-4
cyclopropyl isocyanide

: (S)-2,9-dibenzyl-4-cyclopropyl-1,4,9-triazaspiro[5.5]undecane-3,5-dione

Conditions

Conditions	Yield
In 2,2,2-trifluoroethanol at 60℃; for 24h;	71%

...Expand

: 1489247-14-4
tert-butyl-N-{2-[N-(3′-oxopentyl)(2-nitrophenyl)sulfonamido]ethyl}carbamate

: 58644-53-4
cyclopropyl isocyanide

: 76-05-1
trifluoroacetic acid

: N-cyclopropyl-5-ethyl-1-[(2-nitrophenyl)sulfonyl]-4-(trifluoroacetyl)-1,4-diazepane-5-carboxamide

Conditions

Conditions	Yield
Stage #1: tert-butyl-N-{2-[N-(3′-oxopentyl)(2-nitrophenyl)sulfonamido]ethyl}carbamate; trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; Stage #2: cyclopropyl isocyanide In ethanol at 0℃; Inert atmosphere;	66%

...Expand

: 1489247-14-4
tert-butyl-N-{2-[N-(3′-oxopentyl)(2-nitrophenyl)sulfonamido]ethyl}carbamate

: 58644-53-4
cyclopropyl isocyanide

: N-cyclopropyl-5-ethyl-1-[(2-nitrophenyl)sulfonyl]-4-(trifluoroacetyl)-1,4-diazepane-5-carboxamide

Conditions

Conditions	Yield
Stage #1: tert-butyl-N-{2-[N-(3′-oxopentyl)(2-nitrophenyl)sulfonamido]ethyl}carbamate With trifluoroacetic acid at 20℃; Stage #2: cyclopropyl isocyanide In ethanol at 0 - 20℃;	66%

: 1257874-84-2
(S)-N-(1-hydroxypentan-2-yl)formamide

: 58644-53-4
cyclopropyl isocyanide

: 1257874-85-3
(S)-1-(cyclopropylamino)-3-formamido-1-oxohexan-2-yl acetate

Conditions

Conditions	Yield
Stage #1: (S)-N-(1-hydroxypentan-2-yl)formamide With Dess-Martin periodane In dichloromethane at 20℃; for 1h; Stage #2: cyclopropyl isocyanide In dichloromethane for 48h;	60%
Stage #1: (S)-N-(1-hydroxypentan-2-yl)formamide With Dess-Martin periodane In dichloromethane at 20℃; for 48h; Dess-Martin oxidation; Stage #2: cyclopropyl isocyanide With acetic acid In dichloromethane at 20℃; for 72h; Passerini reaction;	0.99 g

: 1257874-84-2
(S)-N-(1-hydroxypentan-2-yl)formamide

: 58644-53-4
cyclopropyl isocyanide

: 87413-09-0
Dess-Martin periodane

: 1257874-85-3
(S)-1-(cyclopropylamino)-3-formamido-1-oxohexan-2-yl acetate

Conditions

Conditions	Yield
Stage #1: (S)-N-(1-hydroxypentan-2-yl)formamide; Dess-Martin periodane In dichloromethane at 20℃; for 1h; Dess-Martin oxidation; Stage #2: cyclopropyl isocyanide In dichloromethane for 48h; Passerini reaction; optical yield given as %de;	60%

...Expand

: 500-22-1
3-pyridinecarboxaldehyde

: 16065-24-0
N-(3-(trifluoromethyl)benzyl)cyclopropanamine

: 58644-53-4
cyclopropyl isocyanide

: N-((1-cyclopropyl-1H-tetrazol-5-yl)(pyridin-3-yl)methyl)-N-(3-(trifluoromethyl)benzyl)cyclopropanamine

Conditions

Conditions	Yield
With trimethylsilylazide In methanol at 20℃; Ugi Condensation; Inert atmosphere;	59%

...Expand

: 2033-24-1
cycl-isopropylidene malonate

: 58644-53-4
cyclopropyl isocyanide

: 2,3-diamino-N-(3-fluoro-4-(phenylamino)phenyl)benzamide

: C29H28FN5O4

Conditions

Conditions	Yield
In 1,2-dichloro-ethane Inert atmosphere; Reflux;	56%

...Expand

: 2033-24-1
cycl-isopropylidene malonate

: 58644-53-4
cyclopropyl isocyanide

: 2,3-diamino-N-(2-naphthyl)benzamide

: C27H26N4O4

Conditions

Conditions	Yield
In 1,2-dichloro-ethane Inert atmosphere; Reflux;	56%

...Expand

: N-((1H-imidazol-2-yl)methyl)-1-phenylmethanamine

: 58644-53-4
cyclopropyl isocyanide

: 78-84-2
isobutyraldehyde

: (E)-N-(7-benzyl-6-isopropyl-7,8-dihydroimidazo[1,2-a]pyrazin-5(6H)-ylidene)cyclopropanamine

Conditions

Conditions	Yield
In methanol at 20℃; for 18h; Inert atmosphere;	56%

...Expand

: 1232365-54-6
tert-butyl 1-formyl-3-methoxycyclobutylcarbamate

: 58644-53-4
cyclopropyl isocyanide

: 1232365-55-7
tert-butyl 1-(2-(cyclopropylamino)-1-hydroxy-2-oxoethyl)-3-methoxycyclobutylcarbamate

Conditions

Conditions	Yield
With pyridine; trifluoroacetic acid In dichloromethane Cooling with ice;	54%
Stage #1: tert-butyl 1-formyl-3-methoxycyclobutylcarbamate; cyclopropyl isocyanide With pyridine; trifluoroacetic acid In dichloromethane Cooling with ice; Stage #2: With lithium hydroxide In 1,4-dioxane Stage #3: With citric acid In 1,4-dioxane	54%
With pyridine; trifluoroacetic acid In dichloromethane at 20℃; Cooling with ice;	54%

: 60032-57-7
2-methylnicotinaldehyde

: 58644-53-4
cyclopropyl isocyanide

: N-cyclopropyl-1-(3-(trifluoromethyl)phenyl)-cyclopropan-1-amine

: N-cyclopropyl-N-((1-cyclopropyl-1H-tetrazol-5-yl)(2-methylpyridin-3-yl)methyl)-1-(3-(trifluoromethyl)phenyl)cyclopropan-1-amine

Conditions

Conditions	Yield
With trimethylsilylazide In methanol at 20℃; Ugi Condensation; Inert atmosphere;	52%

...Expand

: 58644-53-4
cyclopropyl isocyanide

: 122-78-1
phenylacetaldehyde

: N-cyclopropyl-2-hydroxy-3-phenylpropanamide

Conditions

Conditions	Yield
With 2-(hydroxymethyl)benzoic acid In dichloromethane Passerini Condensation; Reflux;	51%

: 58644-53-4
cyclopropyl isocyanide

: 98-88-4
benzoyl chloride

: 1346110-82-4
(1-cyclopropyl-1H-tetrazol-5-yl)(phenyl)methanone

Conditions

Conditions	Yield
With pyridine; sodium azide In water at 100℃; for 0.2h; sealed tube; microwave irradiation;	49%

: 58644-53-4
cyclopropyl isocyanide

: tert-butyl-(3S)-3,6-dimethyl-4-[(2-nitrophenyl)sulfonyl]-1,2,3,4-tetrahydropyrazine-1-carbamate

: (2S,5S)-N-cyclopropyl-2,5-dimethyl-4-(2-nitrobenzenesulfonyl)-1-(trifluoroacetyl)piperazine-2-carboxamide

Conditions

Conditions	Yield
Stage #1: tert-butyl-(3S)-3,6-dimethyl-4-[(2-nitrophenyl)sulfonyl]-1,2,3,4-tetrahydropyrazine-1-carbamate With trifluoroacetic acid at 20℃; Stage #2: cyclopropyl isocyanide In ethanol at 0 - 20℃;	49%

: 2033-24-1
cycl-isopropylidene malonate

: 58644-53-4
cyclopropyl isocyanide

: 3-fluoro-4-phenoxyphenyl 2,3-diaminobenzoate

: C29H26FN3O6

Conditions

Conditions	Yield
In 1,2-dichloro-ethane Inert atmosphere; Reflux;	48%

...Expand

: 2033-24-1
cycl-isopropylidene malonate

: 58644-53-4
cyclopropyl isocyanide

: C12H12N2O2S

: C22H23N3O5S

Conditions

Conditions	Yield
In 1,2-dichloro-ethane Inert atmosphere; Reflux;	48%

...Expand

Cyclopropyl isocyanide Specification

The cas register number of Cyclopropyl isocyanide is 58644-53-4. It also can be called as Cyclopropane, isocyano- and the Systematic name about this chemical is cyclopropyl isocyanide.

Physical properties about Cyclopropyl isocyanide are: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 0; (4)Polar Surface Area: 4.36Å².

You can still convert the following datas into molecular structure:
(1)SMILES: [C-]#[N+]C1CC1
(2)InChI: InChI=1/C4H5N/c1-5-4-2-3-4/h4H,2-3H2
(3)InChIKey: AMIXWJQKUQVEEC-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C4H5N/c1-5-4-2-3-4/h4H,2-3H2
(5)Std. InChIKey: AMIXWJQKUQVEEC-UHFFFAOYSA-N

Product Name

Cyclopropyl isocyanide

Synthetic route

Cyclopropyl isocyanide Specification

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