36062-19-8

Basic information

• Product Name: 1,3-Diaminoguanidine monohydrochloride
• Synonyms: N,N'-Diaminoguandine;N,N'-Diaminoguanidine monohydrochloride, 98+%;N,N'-Diaminoguanidine monohydrochloride 98%;(E)-HYDRAZINECARBOHYDRAZONAMIDE HYDROCHLORIDE;1,3- twoaMinoguanidinehydrochloride;N,N'-DiaMinoguanidine hydrochloride SynonyMs 1,3-DiaMinoguanidine Monohydrochloride;DiaMinoguanidine Monohydrochlorid;DIAMINO GUANIDINA
• CAS NO: 36062-19-8
• Molecular Formula: CH₇N₅*ClH
• Molecular Weight: 125.56
• EINECS: 252-854-0
• Product Categories: Amines;API intermediates;Guanidines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 36062-19-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 180-182 °C (dec.)(lit.)
• Boiling Point: 275.2 °C at 760 mmHg
• Flash Point: 120.2 °C
• Appearance: White to light beige/Granular Powder
• Density: 1.94g/cm3
• Storage Temp.: 2-8°C
• Solubility: water: soluble50mg/mL, clear to very slightly hazy, colorless to
• Water Solubility: very faint turbidity
• Sensitive: Hygroscopic
• BRN: 3556702
• CAS DataBase Reference: 1,3-Diaminoguanidine monohydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Diaminoguanidine monohydrochloride(36062-19-8)
• EPA Substance Registry System: 1,3-Diaminoguanidine monohydrochloride(36062-19-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 36062-19-8(Hazardous Substances Data)

Usage

Uses

N,N''-Diaminoguanidine Monohydrochloride is an analyte for HPLC. It also functions as an intermediate for the synthesis of energetic salts or materials based on dinitroguanidine.

General Description

1,3-Diaminoguanidine monohydrochloride undergoes condensation reaction with:4-isothiocyanato-4-methylpentane-2-one to yield condensed pyrimidinesvarious aldehydes and ketones to yield bis guanidine derivatives

Synthetic route

cyanogen chloride (506-77-4) → 1,3-diaminoguanidine hydrochloride (36062-19-8)

Conditions	Yield
With diethyl ether; hydrazine
With hydrazine In water in NaCl saturated water;
With hydrazine In gas with hydrazine free from water and layered with ether; hydrazine cooled;
With hydrazine In water ClCN/H2N-NH2 = 1:2;
With hydrazine In water in NaCl saturated water;

cyanogen chloride (506-77-4) → 1,3-diaminoguanidine hydrochloride (36062-19-8) + hydrochloride of guanazine

Conditions	Yield
With water; hydrazine Nebenprod.2:Hydrazin-N.N'-dicarbonsaeure-amid-hydrazid;

guanidine hydrochloride salt → 1,3-diaminoguanidine hydrochloride (36062-19-8)

Conditions	Yield
With hydrazine hydrate In water; chlorobenzene at 25℃; for 10h; Time;

1-aminoguanidine hydrochloride (1937-19-5) → 1,3-diaminoguanidine hydrochloride (36062-19-8)

Conditions	Yield
With hydrazine

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-nitrobenzaldehdye (555-16-8) → 2,2'-bis[(4-nitrophenyl)methylene]carbonimidic dihydrazide monohydrochloride (473391-26-3)

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	81%
In methanol at 20 - 80℃; for 26h;	75%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 3-Chlorobenzaldehyde (587-04-2) → 2,2′-bis[(3-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol for 16h; Reflux;

1,3-diaminoguanidine hydrochloride (36062-19-8) + ortho-bromobenzaldehyde (6630-33-7) → 2,2′-bis[(2-bromophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	72%

4-Trifluoromethylbenzaldehyde (455-19-6) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 2,2′-bis[(4-(trifluoromethyl)phenyl)methylene]carbonimidic dihydrazide monohydrochloride (57401-20-4)

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol for 16h; Reflux;

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-hydroxy-benzaldehyde (123-08-0) → 2,2′-bis[(4-hydroxyphenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	18%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-Phenylbenzaldehyde (3218-36-8) → 2,2′-bis[(1,1'-biphenyl-4-yl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	81%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 2,2′-bis[(3,4-dimethoxyphenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	100%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-cyanobenzaldehyde (105-07-7) → 2,2'-bis[(4-cyanophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol for 16h; Reflux;

3-Cyanobenzaldehyde (24964-64-5) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 2,2'-bis[(3-cyanophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%
In ethanol for 16h; Reflux;

1,3-diaminoguanidine hydrochloride (36062-19-8) + 2-(trifluoromethoxy)benzaldehyde (94651-33-9) → 2,2'-bis[(2-trifluoromethoxyphenyl)methylene]-carbonimidic dihydrazide hydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-difluoromethoxy-acetophenone (83882-67-1) → 2,2'-bis[(4-difluoromethoxyphenyl)ethylidene]-carbonimidic dihydrazide hydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%

4-formylbenzamide (6051-41-8) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → C17H17N7O2*ClH

Conditions	Yield
In ethanol for 16h; Reflux;	100%

4-formyl-benzenesulfonamide (3240-35-5) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → C15H17N7O4S2*ClH

Conditions	Yield
In ethanol for 16h; Reflux;	100%

4-propynoxybenzaldehyde + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 2,2'-bis[(4-propynoxyphenyl)methylene]carbonimidic dihydrazide hydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	100%

silver 1,1'-ethylenebis(oxy)bis(5-nitroiminotetrazolate) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 2CH7N5*C4H6N12O6

Conditions	Yield
In water at 20℃; for 4h;	99%

1,3-diaminoguanidine hydrochloride (36062-19-8) + benzaldehyde (100-52-7) → 2,2′-bis[phenylmethylene]carbonimidic dihydrazide monohydrochloride (72463-09-3)

Conditions	Yield
In ethanol for 16h; Reflux;	99%
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	88%
In ethanol; water at 20 - 80℃; for 2h;	65%
In methanol at 20 - 80℃; for 26h;	64%

silver 1-methoxy-5-nitroiminotetrazolate + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 1,3-diaminoguanidinium 1-methoxy-5-nitroiminotetrazolate (1428559-67-4)

Conditions	Yield
In water at 20℃; for 3h; Thermodynamic data;	99%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-fluorobenzaldehyde (459-57-4) → 2,2′-bis[(4-fluorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	99%
In ethanol for 16h; Reflux;

1,3-diaminoguanidine hydrochloride (36062-19-8) + 2-Fluorobenzaldehyde (446-52-6) → 2,2′-bis[(2-fluorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	99%
In ethanol for 16h; Reflux;

1,3-diaminoguanidine hydrochloride (36062-19-8) + 2-fluoro-5-formylbenzonitrile (218301-22-5) → 2,2'-bis[(3-cyano-4-fluorophenyl)methylene]-carbonimidic dihydrazide hydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	99%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 4-chlorobenzaldehyde (104-88-1) → 2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride (25875-50-7)

Conditions	Yield
With hydrogenchloride In methanol at 50℃; for 1h; pH=1.5; pH-value; Temperature;	98.82%
In ethanol for 16h; Reflux;

5-nitro-2-thiophenecarboxaldehyde (4521-33-9) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 1,3-bis-((5-nitrothiophen-2-yl-methylidene)amino)guanidine hydrochloride (1206770-32-2)

Conditions	Yield
In methanol for 5h; Reflux;	98%

1,1,3,6,8,8-Hexanitro-3,6-diaza-octan (41792-58-9) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → bis(2,2-dinitroethanide-N-nitro)ethylenediamine bis(diaminoguanidinium) salt

Conditions	Yield
Stage #1: 1,3-diaminoguanidine hydrochloride With sodium hydroxide In methanol at 20℃; for 0.166667h; Stage #2: 1,1,3,6,8,8-Hexanitro-3,6-diaza-octan In acetonitrile at 20℃; for 1h;	98%

m-bromobenzoic aldehyde (3132-99-8) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 2,2′-bis[(3-bromophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	98%
In ethanol at 100℃; for 0.166667h; Microwave irradiation;	44%

1,3-diaminoguanidine hydrochloride (36062-19-8) + sodium 3,6-dinitro-2,5-dihydroxy-1,4-benzoquinone (5357-76-6) → N,N'-diaminoguanidinium nitranilate

Conditions	Yield
In water at 20℃;	97%

1,3-diaminoguanidine hydrochloride (36062-19-8) + Dipikrylamin (131-73-7) → CH7N5*C12H5N7O12 (1352994-43-4)

Conditions	Yield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h; Stage #2: 1,3-diaminoguanidine hydrochloride In water at 20℃; for 1h;	97%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 3-Fluorobenzaldehyde (456-48-4) → 2,2′-bis[(3-fluorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	97%
In ethanol for 16h; Reflux;

1,3-diaminoguanidine hydrochloride (36062-19-8) → CH7N5*HN3O4

Conditions	Yield
With silver(I) dinitramide In ethanol	96%

methyl (4-pyridyl) ketone (1122-54-9) + 1,3-diaminoguanidine hydrochloride (36062-19-8) → 1,3-bis-((1-(4-pyridyl)ethylidene)amino)guanidine hydrochloride (1206770-40-2)

Conditions	Yield
In methanol for 5h; Reflux;	96%

1,3-diaminoguanidine hydrochloride (36062-19-8) + 2-chloro-benzaldehyde (89-98-5) → 2,2′-bis[(2-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions	Yield
In ethanol for 16h; Reflux;	96%
In ethanol for 16h; Reflux;

Upstream product

• 506-77-4 cyanogen chloride 
• 133488-88-7 1-aminoamidino-3,5-dimethyl-1H-pyrazole 
• 1937-19-5 1-aminoguanidine hydrochloride 

Downstream Products

• 77874-58-9 (14C)-1,3-Bis(p-chlorobenzylideneamino)guadine 
• 61566-19-6 1,3-bis(4-semicarbazonocyclohexa-2,5-dienylideneimino)guanidine 
• 57401-17-9 1-amino-3-[(4-trifluoromethyl)benzylideneamino]guanidine hydrochloride 
• 197959-19-6 2-amino-[2-[2-[3-(5-chloro-2-methoxyphenylsulfonyloxy)-5-methylphenoxy]ethyl-1-methylene]hydrazine]carboximidamine 
• 10308-83-5 N,N'-diamino-guanidine; nitrate 
• 95095-53-7 3-Amino-6-(4-chloro-phenyl)-2-hydrazino-3H-pyrimidin-4-one 
• 104026-21-3 3-amino-5-pheoxymethyl-4-(phenoxyacetamido)-4H-1,2,4-triazole hydrochloride 
• 25875-51-8 1,3-Bis(p-chlorobenzylideneamino)guanidine 
• 5814-04-0 1,2-bis-(cyclohexanecarbonyl)hydrazine 
• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 133488-87-6 3,6-diamino-1,2-dihydro-1,2,4,5-tetrazine monohydrochloride 
• 95095-52-6 3-amino-2-hydrazino-6-phenyl-4(3H)-pyrimidinone 
• 126534-93-8 1,3-bis<(3'-amidinobenzylidene)amino>guanidine trihydrochloride 
• 104025-82-3 5-(2-Phenoxy-ethyl)-[1,2,4]triazole-3,4-diamine; hydrochloride 

Relevant articles and documents

A facile synthesis of energetic salts based on fully nitroamino-functionalized [1,2,4]triazolo[4,3-b] [1,2,4]triazole

A novel family of fully nitroamino-functionalized [1,2,4]triazolo[4,3-b][1,2,4]triazole-based energetic salts were synthesized. All salts were characterized by IR and multinuclear NMR spectroscopy, thermal analysis and elemental analysis. The crystal structures of salts 5, 6, and 7 were confirmed by single-crystal X-ray diffraction. The densities of these salts are between 1.65 (4) and 1.89 g cm-3 (3), whilst their oxygen balances are between -42.8% (7) and -11.3% (3). Theoretical performance calculations (Gaussian 09 and EXPLO 6.01) provided detonation pressures and velocities for salts 2-7 in the ranges of 27.6-41.1 GPa and 8519-9518 m s-1, respectively, which make them competitive energetic materials.

PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS

The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.