Product Name

  • Name

    Cyanamide

  • EINECS 206-992-3
  • CAS No. 420-04-2
  • Article Data297
  • CAS DataBase
  • Density 0.998 g/cm3
  • Solubility 775 g/L in water
  • Melting Point 45-46 °C(lit.)
  • Formula CH2N2
  • Boiling Point 258.5 °C at 760 mmHg
  • Molecular Weight 42.0403
  • Flash Point 1.2 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance white crystalline solid
  • Safety 3-22-36/37-45
  • Risk Codes 21-25-36/38-43
  • Molecular Structure Molecular Structure of 420-04-2 (Cyanamide)
  • Hazard Symbols
  • Synonyms Alzogur;Amidocyanogen;Carbamonitrile;Carbimide;Cyanoamine;Cyanogen nitride;Cyanogenamide;Deurbraak;Dormex;Hydrogen cyanamide;N-Cyanoamine;NSC 24133;TsAKS;
  • PSA 49.81000
  • LogP 0.12648

Synthetic route

thiourea
17356-08-0

thiourea

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; triethylamine In dimethyl sulfoxide at 20℃; for 1h; Reagent/catalyst; Solvent;100%
With mercury(II) oxide
With lead(II) hydroxide on calcium carbonate
N-(p-tolylsulfonyl)dibenzylselenimide
55986-20-4

N-(p-tolylsulfonyl)dibenzylselenimide

thiourea
17356-08-0

thiourea

A

CYANAMID
420-04-2

CYANAMID

B

dibenzyl selenide
1842-38-2

dibenzyl selenide

C

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
In methanol for 0.5h; Mechanism; Ambient temperature;A 72%
B 98%
C 98%
N-phenylsulfonyl-Te,Te-diphenyltellurimide
71150-48-6

N-phenylsulfonyl-Te,Te-diphenyltellurimide

A

benzenesulfonamide
98-10-2

benzenesulfonamide

B

CYANAMID
420-04-2

CYANAMID

C

diphenyl telluride
1202-36-4

diphenyl telluride

Conditions
ConditionsYield
With thiourea In acetonitrile Ambient temperature;A 95%
B 74%
C 97%
Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide
62486-35-5

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide

A

CYANAMID
420-04-2

CYANAMID

B

bis(4-methoxyphenyl)telluride
4456-34-2

bis(4-methoxyphenyl)telluride

C

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With thiourea In acetonitrile Ambient temperature;A 75%
B 95%
C 90%
calcium cyanamide
156-62-7

calcium cyanamide

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With carbon dioxide 40°C;92%
With sulfuric acid
With nitric acid
N-(trichloroacetyl)-di-(p-methoxyphenyl)tellurimide monohydrate
71150-49-7, 140925-80-0, 140925-81-1

N-(trichloroacetyl)-di-(p-methoxyphenyl)tellurimide monohydrate

A

CYANAMID
420-04-2

CYANAMID

B

trichloroacetamide
594-65-0

trichloroacetamide

C

bis(4-methoxyphenyl)telluride
4456-34-2

bis(4-methoxyphenyl)telluride

Conditions
ConditionsYield
With thiourea In acetonitrile Ambient temperature;A 72%
B 90%
C 92%
water
7732-18-5

water

calcium cyanamide
156-62-7

calcium cyanamide

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With carbon dioxide In methanol 40°C, 3 h; filtration, evapn. of solvent at 11 Torr;90%
With carbon dioxide In not given byproducts: CaCO3; leading of CO2, filtration of CaCO3, acidifying with acetic acid to pH=6; evapn. at 40°C and 10-20 Torr, cooling down to ambient temp., after concentration cooling down to 5-10°C, drying in vac.; dissolving in ether, filtration, evapn. of ether or pptn. with benzene, distillation at 85-87°C and 0.5 Torr;
With carbon dioxide byproducts: CaCO3; 30-32°C;
guanidine nitrate
113-00-8

guanidine nitrate

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With dinitrogen trioxide; sulfuric acid In not given cold soln. of guanidine in dild. H2SO4;70%
With H2SO4; N2O3 In not given cold soln. of guanidine in dild. H2SO4;70%
With cis-nitrous acid
N-(diisopropoxyphosphinothioyl)thiourea
55051-36-0

N-(diisopropoxyphosphinothioyl)thiourea

10-chloroacetylphenothiazine
786-50-5

10-chloroacetylphenothiazine

A

10H-phenothiazine
92-84-2

10H-phenothiazine

B

CYANAMID
420-04-2

CYANAMID

C

[4-Oxo-thiazolidin-(2Z)-ylidene]-thiophosphoramidic acid O,O'-diisopropyl ester
126588-17-8

[4-Oxo-thiazolidin-(2Z)-ylidene]-thiophosphoramidic acid O,O'-diisopropyl ester

D

10-<<(diisopropoxyphosphinothioyl)thio>acetyl>phenothiazine
126588-21-4

10-<<(diisopropoxyphosphinothioyl)thio>acetyl>phenothiazine

Conditions
ConditionsYield
With triethylamine In benzene 1) 80 deg C, 1.5 h, 2) 3 d room temp.;A n/a
B n/a
C n/a
D 53%
methanesulfonic acid
75-75-2

methanesulfonic acid

bis(trimethylgermyl)carbodiimide
59579-33-8

bis(trimethylgermyl)carbodiimide

A

CYANAMID
420-04-2

CYANAMID

B

trimethylgermyl methylsulfonate
79463-94-8

trimethylgermyl methylsulfonate

Conditions
ConditionsYield
In neat (no solvent) Ge-compound distilled into a vessel held at -196°C containing organic compound, mixture reacted at room temp. for 10 min; filtered in N2, volatiles removed in vac.;A n/a
B 50%
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

bis(trimethylgermyl)carbodiimide
59579-33-8

bis(trimethylgermyl)carbodiimide

A

CYANAMID
420-04-2

CYANAMID

B

trimethylgermyl trifluoromethane sulfonate
41524-05-4

trimethylgermyl trifluoromethane sulfonate

Conditions
ConditionsYield
In neat (no solvent) Ge-compound distilled into a vessel held at -196°C containing organic compound, mixture reacted at room temp. for 10 min; filtered in N2, volatiles removed in vac.;A n/a
B 50%
sodium cyanide
773837-37-9

sodium cyanide

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With manganese(ll) chloride; iron In neat (no solvent) at 500°C, 8h;;20.9%
With MnCl2; iron In neat (no solvent) at 500°C, 8h;;20.9%
With nickel dichloride; iron In neat (no solvent) at 400°C, 8h;;12.1%
1-butylene
106-98-9

1-butylene

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With ammonia; calcium oxide at 400 - 1000℃;
With ammonia; barium(II) oxide at 400 - 1000℃;
With ammonia; barium(II) oxide at 400 - 1000℃;
With ammonia; calcium oxide at 400 - 1000℃;
1-butylene
106-98-9

1-butylene

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With aluminum oxide; ammonia; calcium oxide at 400 - 1000℃;
With iron(III) phosphate; ammonia; calcium oxide at 400 - 1000℃;
With cuprous phosphate; ammonia; calcium oxide at 400 - 1000℃;
formaldehyd
50-00-0

formaldehyd

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With ammonia; silver(l) oxide
With calcium permanganate; ammonia
propene
187737-37-7

propene

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With ammonia; calcium oxide at 400 - 1000℃;
With ammonia; barium(II) oxide at 400 - 1000℃;
With ammonia; barium(II) oxide at 400 - 1000℃;
With ammonia; calcium oxide at 400 - 1000℃;
propene
187737-37-7

propene

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With aluminum oxide; ammonia; calcium oxide at 400 - 1000℃;
With iron(III) phosphate; ammonia; calcium oxide at 400 - 1000℃;
With cuprous phosphate; ammonia; calcium oxide at 400 - 1000℃;
Melam
3576-88-3

Melam

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With quicklime
ethanol
64-17-5

ethanol

N-cyanobenzamide
15150-25-1

N-cyanobenzamide

A

CYANAMID
420-04-2

CYANAMID

B

benzoic acid ethyl ester
93-89-0

benzoic acid ethyl ester

Conditions
ConditionsYield
at 100℃;
ethanol
64-17-5

ethanol

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With alkaliamide at 350 - 400℃;
hydrogen cyanide
74-90-8

hydrogen cyanide

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With air; silica gel at 500℃;
mannitol
69-65-8

mannitol

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With potassium permanganate; ammonia; water und anschliessend mit Ag2O auf dem Wasserbad;
L-arabinose
5328-37-0

L-arabinose

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With potassium permanganate; ammonia; water und anschliessend mit Ag2O auf dem Wasserbad;
ethene
74-85-1

ethene

A

hydrogen cyanide
74-90-8

hydrogen cyanide

B

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With ammonia; calcium oxide at 400 - 1000℃;
With ammonia; barium(II) oxide at 400 - 1000℃;
With ammonia; barium(II) oxide at 400 - 1000℃;
With ammonia; calcium oxide at 400 - 1000℃;
ethene
74-85-1

ethene

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With aluminum oxide; ammonia; calcium oxide at 400 - 1000℃;
With iron(III) phosphate; ammonia; calcium oxide at 400 - 1000℃;
With cuprous phosphate; ammonia; calcium oxide at 400 - 1000℃;
cyanic acid
420-05-3

cyanic acid

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With silica gel at 500 - 650℃;
nitrosoguanidine
674-81-7

nitrosoguanidine

CYANAMID
420-04-2

CYANAMID

Conditions
ConditionsYield
With water
N-ethyl-N'-cyano-thiourea
89125-07-5

N-ethyl-N'-cyano-thiourea

A

CYANAMID
420-04-2

CYANAMID

B

Ethyl isothiocyanate
542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
in Gegenwart freier Saeure;
methanol
67-56-1

methanol

CYANAMID
420-04-2

CYANAMID

o-methylisourea hydrochloride
5329-33-9

o-methylisourea hydrochloride

Conditions
ConditionsYield
With acetyl chloride at 0 - 20℃; for 60h; Inert atmosphere;100%
With hydrogenchloride at 20℃; for 12.75h; Large scale;90%
With hydrogenchloride82%
With hydrogenchloride
With hydrogenchloride at 25℃;
Conditions
ConditionsYield
With sodium methylate In methanol100%
With sodium methylate In methanol100%
With sodium methylate In methanol100%
CYANAMID
420-04-2

CYANAMID

propionyl chloride
79-03-8

propionyl chloride

propionylcyanamide
5634-64-0

propionylcyanamide

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
With triethylamine In benzene
CYANAMID
420-04-2

CYANAMID

acetyl chloride
75-36-5

acetyl chloride

acetylcyanamide
5634-51-5

acetylcyanamide

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
With triethylamine In benzene
With sodium hydride In tetrahydrofuran at 20℃; for 48h;
CYANAMID
420-04-2

CYANAMID

butyryl chloride
141-75-3

butyryl chloride

n-butyrylcyanamide
5634-65-1

n-butyrylcyanamide

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
With triethylamine In benzene
1-chlorophthalazine
5784-45-2

1-chlorophthalazine

CYANAMID
420-04-2

CYANAMID

1-cyanamidophthalazine
81731-69-3

1-cyanamidophthalazine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 100℃; for 2h;100%
ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
4506-71-2

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

CYANAMID
420-04-2

CYANAMID

2-amino-3,4,5,6,7,8-hexahydro<1>benzothieno<2,3-d>pyrimidin-4-one
81766-02-1

2-amino-3,4,5,6,7,8-hexahydro<1>benzothieno<2,3-d>pyrimidin-4-one

Conditions
ConditionsYield
With hydrogenchloride In water at 60 - 70℃; for 6h;100%
With hydrogenchloride In 1,4-dioxane for 4h; Heating;68%
With hydrogenchloride63%
CYANAMID
420-04-2

CYANAMID

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

N1-cyano-N2,N3-diisopropylguanidine
78822-77-2

N1-cyano-N2,N3-diisopropylguanidine

Conditions
ConditionsYield
With 2,6-dimethylpyridine; titanium(IV) isopropylate In dichloromethane at 20℃;100%
at 110℃; for 15h;54%
CYANAMID
420-04-2

CYANAMID

cyclopropanecarboxylic acid chloride
4023-34-1

cyclopropanecarboxylic acid chloride

C5H6N2O

C5H6N2O

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
CYANAMID
420-04-2

CYANAMID

isobutyryl chloride
79-30-1

isobutyryl chloride

C5H8N2O

C5H8N2O

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
CYANAMID
420-04-2

CYANAMID

isopentanoyl chloride
108-12-3

isopentanoyl chloride

N-cyano-isovaleramide

N-cyano-isovaleramide

Conditions
ConditionsYield
With sodium hydroxide In acetone100%
1,4-dihydro-4-[3-[isothiocyanato]phenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid dimethyl ester
86880-84-4

1,4-dihydro-4-[3-[isothiocyanato]phenyl]-2,6-dimethyl-3,5-pyridinedicarboxylic acid dimethyl ester

CYANAMID
420-04-2

CYANAMID

C19H19N4O4S(1-)*Na(1+)

C19H19N4O4S(1-)*Na(1+)

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 20℃; for 1h;100%
CYANAMID
420-04-2

CYANAMID

2,4,6-trimethylaniline hydrochloric acid salt
6334-11-8

2,4,6-trimethylaniline hydrochloric acid salt

N-(2,4,6-trimethyl-phenyl)-guanidine hydrochloride
790689-27-9

N-(2,4,6-trimethyl-phenyl)-guanidine hydrochloride

Conditions
ConditionsYield
In ethanol for 43h; Heating / reflux;100%
methanol
67-56-1

methanol

CYANAMID
420-04-2

CYANAMID

O-methylisourea hemisulfate
29427-58-5

O-methylisourea hemisulfate

Conditions
ConditionsYield
With sulfuric acid at 5 - 10℃; for 3h;100%
concentrated aqueous sodium hydroxide

concentrated aqueous sodium hydroxide

CYANAMID
420-04-2

CYANAMID

p-toluidine
106-49-0

p-toluidine

1-(4-tolyl)guanidine
54015-04-2

1-(4-tolyl)guanidine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane100%
C32H31NO5
849244-85-5

C32H31NO5

CYANAMID
420-04-2

CYANAMID

3-(2-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-vinyl)-benzoic acid methyl ester

3-(2-{3-[cyclopropanecarbonyl-(8-methoxy-2,2-dimethyl-2H-chromen-7-ylmethyl)-amino]-phenyl}-vinyl)-benzoic acid methyl ester

Conditions
ConditionsYield
In diethyl ether at 0℃; for 1h;100%
CYANAMID
420-04-2

CYANAMID

1-methyl-4-aminopyrazole
69843-13-6

1-methyl-4-aminopyrazole

1-(1-methyl-1H-pyrazol-4-yl)guanidine hydrochloride

1-(1-methyl-1H-pyrazol-4-yl)guanidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 95℃;100%
With hydrogenchloride In 1,4-dioxane; water at 100℃; for 12h;55%
2,3,4,5-tetrahydro-6-methoxypyridine
5693-62-9

2,3,4,5-tetrahydro-6-methoxypyridine

CYANAMID
420-04-2

CYANAMID

N-(piperidin-2-ylidene)cyanamide
97482-06-9

N-(piperidin-2-ylidene)cyanamide

Conditions
ConditionsYield
In methanol at 20℃; for 192h;100%
In methanol at 20℃; for 192h;
2-methoxy-1-pyrroline
5264-35-7

2-methoxy-1-pyrroline

CYANAMID
420-04-2

CYANAMID

C5H7N3
97482-05-8

C5H7N3

Conditions
ConditionsYield
In methanol at 20℃; for 192h;100%
In methanol at 20℃; for 192h;
CYANAMID
420-04-2

CYANAMID

1-[2-(5-amino-1,3-dihydro-isoindol-2-yl)-ethyl]-3-methyl-imidazolidin-2-one hydrochloride
1391602-38-2

1-[2-(5-amino-1,3-dihydro-isoindol-2-yl)-ethyl]-3-methyl-imidazolidin-2-one hydrochloride

N-{2-[2-(3-methyl-2-oxo-imidazolidin-1-yl)-ethyl]-2,3-dihydro-1H-isoindol-5-yl}-guanidine hydrochloride
1391602-39-3

N-{2-[2-(3-methyl-2-oxo-imidazolidin-1-yl)-ethyl]-2,3-dihydro-1H-isoindol-5-yl}-guanidine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 140℃; for 0.5h; microwave irradiation;100%
With hydrogenchloride In 1,4-dioxane at 140℃; for 0.5h; Microwave irradiation;100%
CYANAMID
420-04-2

CYANAMID

2-tolyl isothiocyanate
614-69-7

2-tolyl isothiocyanate

sodium N'-cyano-N-(2-methylphenyl)carbamimidothioate
288083-18-1

sodium N'-cyano-N-(2-methylphenyl)carbamimidothioate

Conditions
ConditionsYield
With sodium In ethanol at 20℃;100%
6-amino-1H-indole
5318-27-4

6-amino-1H-indole

CYANAMID
420-04-2

CYANAMID

6-guanidino indole
1632117-17-9

6-guanidino indole

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In water at 100℃; for 24h;100%
With hydrogenchloride In methanol; water Reflux;
3-iodo-N2-[(1S)-1-methyl-2-(methylthio)ethyl]-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}phthalamide

3-iodo-N2-[(1S)-1-methyl-2-(methylthio)ethyl]-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}phthalamide

CYANAMID
420-04-2

CYANAMID

(S,R)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide
1504566-87-3

(S,R)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;
C22H20F8N2O2S

C22H20F8N2O2S

CYANAMID
420-04-2

CYANAMID

(S,R)-3-fluoro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-fluoro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide
1504566-94-2

(S,R)-3-fluoro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-fluoro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;
3-chloro-N2-[(1S)-1-methyl-2-(methylthio)ethyl]-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}phthalamide

3-chloro-N2-[(1S)-1-methyl-2-(methylthio)ethyl]-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}phthalamide

CYANAMID
420-04-2

CYANAMID

(S,R)-3-chloro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-chloro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide
1504566-97-5

(S,R)-3-chloro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-chloro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;
C22H20F7N3O4S

C22H20F7N3O4S

CYANAMID
420-04-2

CYANAMID

(S,R)-3-nitro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-nitro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide
1504566-84-0

(S,R)-3-nitro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-nitro-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;
3-bromo-N2-[(1S)-1-methyl-2-(methylthio)ethyl]-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}phthalamide

3-bromo-N2-[(1S)-1-methyl-2-(methylthio)ethyl]-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}phthalamide

CYANAMID
420-04-2

CYANAMID

(S,R)-3-bromo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-bromo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

(S,R)-3-bromo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (S,S)-3-bromo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;
CYANAMID
420-04-2

CYANAMID

(S)-N1-(1-(methylthio)propan-2-yl)-N2-(3-(trifluoromethyl)phenyl)phthalamide
1616562-26-5

(S)-N1-(1-(methylthio)propan-2-yl)-N2-(3-(trifluoromethyl)phenyl)phthalamide

(S,R)-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1(3-(trifluoromethyl)phenyl)phthalamide or (S,S)-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1(3-(trifluoromethyl)phenyl)phthalamide
1504567-11-6

(S,R)-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1(3-(trifluoromethyl)phenyl)phthalamide or (S,S)-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1(3-(trifluoromethyl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;
CYANAMID
420-04-2

CYANAMID

C22H20F7IN2O2S
272452-68-3

C22H20F7IN2O2S

(R,S)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (R,R)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide
1638178-69-4

(R,S)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide or (R,R)-3-iodo-N2-(1-(N-cyano-S-methylsulfinimidoyl)propan-2-yl)-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)phthalamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.5h;100%
With [bis(acetoxy)iodo]benzene In acetonitrile at 0 - 20℃; for 1.66667h;

Cyanamide Chemical Properties

The Molecular Structure of Cyanamide (CAS NO.420-04-2):

Empirical Formula: CH2N2
Molecular Weight: 42.04 
IUPAC Name: cyanamide 
Appearance: white crystalline solid
Nominal Mass: 42 Da
Average Mass: 42.04 Da
Monoisotopic Mass: 42.021798 Da 
Index of Refraction: 1.396
Molar Refractivity: 10.13 cm3
Molar Volume: 42.1 cm3
Surface Tension: 45.3 dyne/cm
Density: 0.998 g/cm3
Flash Point: 1.2 °C
Enthalpy of Vaporization: 49.61 kJ/mol
Boiling Point: 258.5 °C at 760 mmHg
Vapour Pressure: 0.0137 mmHg at 25°C 
Storage temp: 2-8°C
Water Solubility: 775 g/L
Sensitive: Hygroscopic 
Product Categories: Pharmaceutical Intermediates;Inorganics;C1 to C5;Cyanides/Nitriles;Nitrogen Compounds 
Stability: Unstable - heat sensitive. Incompatible with strong oxidizing agents, strong reducing agents, bases, acids, iron and its salts, steel, brass, lead, moisture. Reacts with acids to produce very toxic gas 
InChI
InChI=1/CH2N2/c2-1-3/h2H2
Smiles
C(N)#N 
Synonyms: MeSH Heading ; Cyanamide [JAN] ; 4-03-00-00145 (Beilstein Handbook Reference) ; Alzogur ; Amidocyanogen ; BRN 1732569 ; Carbamonitrile ; Carbimide ; Caswell No. 485A ; Cyanoamine ; Cyanogen nitride ; Cyanogenamide ; Deurbraak ; Dormex ; EINECS 206-992-3 ; EPA Pesticide Chemical Code 014002 ; HSDB 1550 ; Hydrogen cyanamide ; N-Cyanoamine ; UNII-21CP7826LC    

Cyanamide Uses

 Cyanamide (CAS NO.420-04-2) is used as industrial raw materials, pharmaceutical, pesticide intermediates, agricultural fertilizers, plant regulators and food additives, etc.

Cyanamide Production

 Cyanamide (420-04-2) is produced by hydrolysis of calcium cyanamide, which in turn is prepared from calcium carbide via the Frank-Caro process. The main reaction exhibited by cyanamide involves additions of protic reagents. Water,  hydrogen sulfide , and hydrogen selenide add to give urea, thiourea, and selenourea, respectively.

Cyanamide Toxicity Data With Reference

1.    

orl-rat LD50:125 mg/kg

    MEIEDD    Merck Index. 10 (1983),383.
2.    

ihl-rat LCLo:86 mg/m3/4H

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,40.
3.    

skn-rat LD50:84 mg/kg

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,40.
4.    

ipr-rat LDLo:200 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 54 (1943),254.
5.    

ipr-mus LD50:200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
6.    

skn-rbt LD50:590 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,190.

Cyanamide Consensus Reports

 Cyanamide (420-04-2) is reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

Cyanamide Safety Profile

Hazard Codes: ToxicT
Risk Statements:  21-25-36/38-43 
R21: Harmful in contact with skin. 
R25: Toxic if swallowed. 
R36/38: Irritating to eyes and skin. 
R43: May cause sensitization by skin contact.
Safety Statements:  3-22-36/37-45
S3: Keep in a cool place. 
S22: Do not breathe dust. 
S36/37: Wear suitable protective clothing and gloves. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR:  UN 2811 6.1/PG 3
WGK Germany:  2
RTECS:  GS5950000
HazardClass:  8
PackingGroup:  III
Poison by ingestion, inhalation, and intraperitoneal routes. Moderately toxic by skin contact. Experimental reproductive effects. Combustible when exposed to heat or flame. .

Cyanamide Standards and Recommendations

OSHA PEL: TWA 2 mg/m3
ACGIH TLV: TWA 2 mg/m3

Cyanamide Specification

1、Fire Fighting Measures 
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.  Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
2、Handling and Storage 
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood. 
Storage: Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.) 
 

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