74-89-5

Basic information

• Product Name: Methylamine
• Synonyms: Methylamine(8CI);Aminomethane;Carbinamine;Monomethylamine;Methylamine
• CAS NO: 74-89-5
• Molecular Formula: CH₅N
• Molecular Weight: 31.06
• EINECS: 200-820-0
• Mol File: 74-89-5.mol
• Article Data: 911

Chemical Properties

• Melting Point: -93℃
• Boiling Point: -6.5 °C
• Flash Point: 61°F
• Appearance: colourless gas
• Density: 0.70 g/cm³
• Vapor Pressure: 3970mmHg at 25°C
• Refractive Index: 1.34
• CAS DataBase Reference: Methylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Methylamine(74-89-5)
• EPA Substance Registry System: Methylamine(74-89-5)

Safety Data

• Hazard Codes: Xn:Harmful;;
• Statements: R12:; R20:; R37/38:; R41:
• Safety Statements: S16:; S26:; S29:
• Hazardous Substances Data: 74-89-5(Hazardous Substances Data)

Usage

InChI:InChI=1/CH5N/c1-2/h2H2,1H3

Synthetic route

sarcosine (107-97-1) → formaldehyd (50-00-0) + carbon dioxide (124-38-9) + methylamine (74-89-5)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium perchlorate; chlorine at 24.9℃; Mechanism; Rate constant; Equilibrium constant; multistep reaction: 1.) water, 298 deg K, 2.) water, 298 deg K; reactions under var. conditions;	A 100% B n/a C n/a

N-chloro-sarcosine (52316-59-3) → formaldehyd (50-00-0) + methylamine (74-89-5)

Conditions	Yield
In water at 24.9℃; Rate constant; Mechanism; Thermodynamic data; Irradiation; I=0.5 mol-1 L-1; various pH; ΔH(excit.), ΔS(excit.);	A 100% B n/a
With water In 1,4-dioxane at 25℃;
With water In 1,4-dioxane at 25℃; Kinetics; Mechanism;

acetamide (60-35-5) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → ethylbis(dimethyl(2-penten-2-yl)silyloxy)borane (111869-87-5) + methylamine (74-89-5)

Conditions	Yield
In 1,2,5-trimethyl-benzene dropwise addn. of acetamide to boron compd. soln., 160°C, 3.5h; heating (reflux), 10h; evapn.; all under Ar; distn.; elem. anal.;	A 100% B 98%

nitromethane (75-52-5) → methylamine (74-89-5)

Conditions	Yield
With borane-ammonia complex In methanol; water at 20℃; for 0.0833333h;	99%
With ammonia borane; Pd/MIL-101 In methanol; water at 20℃; for 0.025h;	99%
With sodium tetrahydroborate In methanol; water at 20℃; for 0.0666667h; Sealed tube; Green chemistry;	99%

piperidine (110-89-4) + N-n-butyl-N-methylamine (110-68-9) → 1-butyl-piperidine (4945-48-6) + methylamine (74-89-5)

Conditions	Yield
palladium at 160℃; for 5h;	A 98% B n/a

piperidine (110-89-4) + benzyl-methyl-amine (103-67-3) → N-Benzylpiperidine (2905-56-8) + methylamine (74-89-5)

Conditions	Yield
palladium at 130℃; for 10h;	A 97% B n/a

1-methyl-2-methylamino-4-imino-6-(2,3-dimethylguanidino)-1,4-dihydro-1,3,5-triazine → 1-methyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (6726-47-2) + N,N'-dimethyl-guanidine (3324-71-8) + methylamine (74-89-5)

Conditions	Yield
With hydrogenchloride for 10h; Heating;	A 15% B 96% C 4%

N,N'-Dimethylurea (96-31-1) + sodium p-toluenesulfonamide (18522-92-4) → N-Methyl-N'-toluene-p-sulfonylurea (13909-69-8) + methylamine (74-89-5)

Conditions	Yield
at 160℃; for 3h; Product distribution; Rate constant; Equilibrium constant; Other temperature, other time, other ratio of reactants, activation energy, ΔH, ΔS;;	A 95.5% B n/a
at 160℃; for 3h;	A 95.5% B n/a

ethylenediamine (107-15-3) + benzyl-methyl-amine (103-67-3) → methylamine (74-89-5) + N-benzylethylenediamine (4152-09-4)

Conditions	Yield
palladium at 120℃; for 10h;	A n/a B 95%

4-Aminobutanol (13325-10-5) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → 4,5-diethyl-2,2,3-trimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{5.3.0}dec-3-ene (129363-73-1) + 4,5-diethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclodecene (129363-50-4) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20-80°C, 4h;; distn. (vac.); elem. anal.; monocyclic : bicyclic isomer = 95:5;	A n/a B n/a C 95%

6-methyl-8-nitro-1,6-naphthyridin-5(6H)-one (79878-19-6) → 8-methylpyrido<2,3-d>pyridazin-5-one (90004-07-2) + methylamine (74-89-5) + NH3

Conditions	Yield
With hydrazine hydrate at 130 - 140℃; for 5h;	A 94% B n/a C n/a

4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) + ethanolamine (141-43-5) → 4,5-diethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclooctene (129363-47-9) + methylamine (74-89-5)

Conditions	Yield
In 1,2,5-trimethyl-benzene heating under Ar, 40-70°C, 4h;	A 93% B 93%
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20°C, 24h;; distn. (vac.); elem. anal.;	A 82% B 87%

(2R)-2-aminobutan-1-ol (5856-63-3) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → (R)-4,5,7-triethyl-2,2,3-trimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{3.3.0}oct-3-ene (129444-01-5) + (R)-4,5,7-triethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclooctene (129444-00-4) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20-25°C, 18h; distn. (vac.); elem. anal.; monocyclic : bicyclic isomer = 95:5;	A n/a B n/a C 91%

pyrrolidine (123-75-1) + benzyl-methyl-amine (103-67-3) → N-benzylcyclohexylamine (4383-25-9) + N-phenyl(methylidene)cyclohexanamine (2211-66-7) + methylamine (74-89-5)

Conditions	Yield
palladium at 120℃; for 10h;	A 10% B 90% C n/a

2-aminobutanol (96-20-8, 13054-87-0) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → 4,5,7-triethyl-2,2,3-trimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{3.3.0}oct-3-ene (129363-71-9) + 4,5,7-triethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclooctene (129363-48-0) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20-25°C, 22h; distn. (vac.); elem. anal.; monocyclic: bicyclic isomer = 95:5;	A n/a B n/a C 89%

N-methylisoephedrine (160745-23-3) → 2-hydroxy-1-phenylpropylamine (52500-61-5) + formaldehyd (50-00-0) + benzaldehyde (100-52-7) + acetaldehyde (75-07-0) + dimethyl amine (124-40-3) + methylamine (74-89-5)

Conditions	Yield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;	A 1.3% B 28% C 82% D 88% E 38% F 33%

4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) + m-Hydroxyaniline (591-27-5) → C30H48B2N2O2Si2 (129390-09-6) + methylamine (74-89-5)

Conditions	Yield
In 1,2,5-trimethyl-benzene at 125-150°C, 26h under Ar; evapn.; elem. anal.;	A n/a B 88%

N-methylalanine (3913-67-5) → carbon dioxide (124-38-9) + acetaldehyde (75-07-0) + methylamine (74-89-5)

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium perchlorate; chlorine at 24.9℃; Mechanism; Rate constant; Equilibrium constant; multistep reaction: 1.) water, 298 deg K, 2.) water, 298 deg K; reactions under var. conditions;	A n/a B 87% C n/a

2-methylamino-1-phenylpropanol (299-42-3) → formaldehyd (50-00-0) + benzaldehyde (100-52-7) + acetaldehyde (75-07-0) + benzoic acid (65-85-0) + methylamine (74-89-5)

Conditions	Yield
Mechanism; Product distribution; anodic oxidation;	A 12% B 65% C 68% D 12% E 87%

4,5-diethyl-2,5-dihydro-3-isopropenyl-1,2,2-trimethyl-1,2,5-azasilaborole (81620-70-4) + ethanolamine (141-43-5) → 4,5-diethyl-3-isopropenyl-2,2-dimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclooctene (129363-59-3) + 4,5-diethyl-3-isopropenyl-2,2-dimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{3.3.0}oct-3-ene (129363-70-8) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20-25°C, 22h;; distn. (vac.); standing at room temp.; crystn. of bicyclic isomer; elem. anal.;	A 57% B n/a C 87%

4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) + propan-1-ol-3-amine (156-87-6) → 4,5-diethyl-2,2,3-trimethyl-6-oxa-1-azonia-2-sila-5-boratabicyclo{4.3.0}non-3-ene (129363-72-0) + 4,5-Diethyl-2,2,3-trimethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclononene (129363-49-1) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) addn. of boron compd. to equimolar amt. of aminoalkanol, room temp.; driving out CH3NH2 in a stream of Ar, 20-80°C, 24h;; distn. (vac.); elem. anal.; monocyclic : bicyclic isomer = 95:5;	A n/a B n/a C 87%

pseudoephedrine (90-82-4) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → (4S,5S)-2-Ethyl-4-methyl-5-phenyl-1,3,2-oxazaborolan (129363-65-1) + {(1S,2S)-2-[Dimethyl-((E)-1-methyl-but-1-enyl)-silanyloxy]-1-methyl-2-phenyl-ethyl}-methyl-amine (129363-66-2) + (7S,8S)-4,5-Diethyl-2,2,3,6,7-pentamethyl-8-phenyl-1-oxa-6-aza-2-sila-5-bora-3-cycloocten (129443-99-8) + methylamine (74-89-5)

Conditions	Yield
In 1,2,5-trimethyl-benzene dropwise addn. of boron compd. to aminoalkanol soln. under Ar, 0.5h; heating to 140-150°C, 12h; evapn.; distn. (vac.); elem. anal.;	A n/a B n/a C 75% D 86%

acetamide (60-35-5) → methylamine (74-89-5)

Conditions	Yield
With sodium hydroxide; benzyltrimethylazanium tribroman-2-uide In water at 70℃; for 2h;	85%
With potassium hydroxide; bromine ueber mehrere Stufen;
With potassium hydroxide; bromine
With water; bromine; calcium carbonate ueber mehrere Stufen;
With sodium hydroxide; sodium bromite In water at 70℃; for 0.5h; Yield given;

benzyl-methyl-amine (103-67-3) → N-methyldibenzylamine (102-05-6) + methylamine (74-89-5)

Conditions	Yield
palladium at 120℃; for 20h;	A 85% B n/a

2-(N,N-dimethylamino)ethanol (108-01-0) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → (E)-3-<<2-(Dimethylamino)ethoxy>ethylboryl>-2-<<2-(dimethylamino)ethoxy>dimethylsilyl>-2-penten (129363-54-8) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) stirring under Ar, 0-20°C, 1-2h; heating to a maximum of 140°C, 10h; distn. (vac.); elem. anal.;	A 82% B 76%

(2-hydroxyethyl)(methyl)amine (109-83-1) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → 4,5-diethyl-2,2,3,6-tetramethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclooctene (129363-52-6) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) dropwise addn. of boron compd. to aminoalkanol, 10 min; stirring in a stream of Ar, 20°C, 24h;; distn. (vac.); elem. anal.;	A 81% B 82%

trimethyl-borane; compound with methylamine (854457-30-0) → trimethylborane (593-90-8) + methylamine (74-89-5)

Conditions	Yield
at 130.0°C, 77.4 Torr equilibrium;	A 81.95% B 81.95%
at 130.0°C, 77.4 Torr equilibrium;	A 81.95% B 81.95%
at 85.4°C, 52.5 Torr equilibrium;	A 38.86% B 38.86%
at 85.4°C, 52.5 Torr equilibrium;	A 38.86% B 38.86%

L(-)-ephedrine hemihydrate (299-42-3) + 4,5-diethyl-2,5-dihydro-1,2,2,3-tetramethyl-1H-1,2,5-azasilaborole (79483-05-9) → (7S,8R)-4,5-diethyl-2,2,3,6,7-pentamethyl-1-oxa-6-aza-2-sila-5-bora-3-cyclooctene (129363-53-7) + methylamine (74-89-5)

Conditions	Yield
In neat (no solvent) dropwise addn. of boron compd. to aminoalkanol under Ar, 5 min; heating to 110-150°C, 8.5h;; distn. (vac.); elem. anal.;	A 73% B 80.5%

N-n-butyl-N-methylamine (110-68-9) + benzyl-methyl-amine (103-67-3) → N-Butyl-N-methylbenzenemethanamine (31844-65-2) + methylamine (74-89-5)

Conditions	Yield
palladium at 120℃; for 10h;	A 80% B n/a

Succinimide (123-56-8) + methylamine (74-89-5) → N-methyl-succinic diamide (3025-97-6)

Conditions	Yield
at 20℃; under 600.048 - 750.06 Torr; Addition; soid-gas reaction; ring cleavage;	100%
With water
In water for 1h; Ambient temperature;

Indole-3-carboxaldehyde (487-89-8) + methylamine (74-89-5) → 3-(N-methylformimidoyl)-1H-indole (22980-06-9)

Conditions	Yield
With magnesium sulfate In methanol; dichloromethane for 7h; Heating;	100%
With water
In water 1.) 40 - 45 deg C, 15 min, 2.) room temp., 4 h; Yield given;

2-benzofuran-1(3H)-one (87-41-2) + methylamine (74-89-5) → 2-methylisoindolin-1-one (5342-91-6)

Conditions	Yield
In water at 220℃; under 114000 Torr; for 4h;	100%
With ethanol at 220℃;
In 5,5-dimethyl-1,3-cyclohexadiene

phthalimide (136918-14-4) + methylamine (74-89-5) → N1,N2-dimethylphthalamide (19532-98-0)

Conditions	Yield
at -20℃; under 75.006 Torr; Addition; solid-gas reaction; ring cleavage;	100%
In ethanol	55%

1,8-Naphthalic anhydride (81-84-5) + methylamine (74-89-5) → N-methylnaphthalimide (2382-08-3)

Conditions	Yield
In ethanol; water at 20℃; for 72h; Inert atmosphere;	100%
In water for 72h; Reflux;	100%
In water	100%

4-chloro-2-methylquinoline (4295-06-1) + methylamine (74-89-5) → N,2-dimethylquinolin-4-amine (21875-68-3)

Conditions	Yield
In ethanol at 120℃; for 7h; Sealed tube; Microwave irradiation;	100%
With ethanol at 120℃;
With phenol at 190℃;

4-methyl-benzaldehyde (104-87-0) + methylamine (74-89-5) → p-methylbenzylidene-methylamine (17972-13-3, 29086-13-3, 53699-34-6)

Conditions	Yield
at 20℃; for 12h;	100%
In methanol; dichloromethane for 18h; Molecular sieve;	86%

6-Chloropurine riboside (2004-06-0) + methylamine (74-89-5) → N6-methyladenosine (1867-73-8)

Conditions	Yield
With triethylamine In ethanol for 4h; Reflux;	100%
In ethanol; water Sealed tube; Reflux;	94%
In ethanol; water at 100℃; for 72h; Sealed tube;	54%

benzaldehyde (100-52-7) + methylamine (74-89-5) → N-Benzylidenemethylamine (622-29-7)

Conditions	Yield
at 20℃; for 12h;	100%
In water for 1h; Ambient temperature;	95%
at 20℃; for 15h;	95%

4-hydroxy-benzaldehyde (123-08-0) + methylamine (74-89-5) → 4-(Methylimino-methyl)-phenol (5766-74-5)

Conditions	Yield
at 0℃; under 187.515 Torr; Solid phase reaction; gas-solid reaction;	100%
at 20℃; for 12h;	100%
With ethanol; water at 40℃;

4-methoxy-benzaldehyde (123-11-5) + methylamine (74-89-5) → 4-methoxybenzyl-N-methylimine (13114-23-3)

Conditions	Yield
In ethanol; water at 40℃; for 2h;	100%
In ethanol at 0 - 40℃;	90%
In water for 10h; Ambient temperature;	80%

salicylaldehyde (90-02-8) + methylamine (74-89-5) → 2-(methyliminomethyl)phenol (3117-65-5)

Conditions	Yield
In ethanol at 20℃; for 8h;	100%
In ethanol at 20℃; for 8h;	100%
With molecular sieve In ethanol; water for 0.5h;	96%

N,N,N',N'-Tetramethylphosphorodiamidic chloride (1605-65-8) + methylamine (74-89-5) → Pentamethylphosphoramide (10159-46-3)

Conditions	Yield
at 20℃; for 48h;	100%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 0℃; for 1h;	83%
	64%

3,4-dimethoxy-benzaldehyde (120-14-9) + methylamine (74-89-5) → N-(3,4-dimethoxybenzylidene)methanamine (17972-14-4)

Conditions	Yield
With 4 A molecular sieve In toluene at 0℃;	100%
With benzene
In methanol at 40℃; for 5h;
In ethanol at 50℃;
In benzene for 2h; Reflux;

meta-hydroxybenzaldehyde (100-83-4) + methylamine (74-89-5) → 3-(Methylimino-methyl)-phenol (7221-33-2)

Conditions	Yield
In ethanol at 0 - 5℃; for 2h;	100%
at 20℃; for 12h;	100%
With benzene zuletzt unter Abdestillieren des gebildeten Wassers;

methyl thioisocyanate (556-61-6) + methylamine (74-89-5) → N,N-dimethylthiourea (534-13-4)

Conditions	Yield
at 0℃; under 375.03 Torr; Addition; solid-gas reaction;	100%

acrylic acid methyl ester (292638-85-8) + methylamine (74-89-5) → methyl 3-(methylamino)propanoate (24549-12-0)

Conditions	Yield
In diethyl ether at 4℃; Addition;	100%
With C12H18NO3S(1+)*HO4S(1-) at 25℃; for 0.0833333h; Ionic liquid; Neat (no solvent); chemoselective reaction;	99%
In ethanol at -10℃;	86%

acetophenone (98-86-2) + methylamine (74-89-5) → N-(1-phenylethylidene)methanamine (6907-71-7)

Conditions	Yield
In ethanol at 20℃; for 48h; Molecular sieve; Inert atmosphere;	100%
In ethanol at 20℃; for 48h; Molecular sieve; Inert atmosphere;	100%
With triethylamine In ethanol for 1h; Molecular sieve;	97%

3-methoxy-benzaldehyde (591-31-1) + methylamine (74-89-5) → N-(3-methoxybenzylidene)methanamine (16928-30-6)

Conditions	Yield
at 20℃; for 12h;	100%
In ethanol at 0 - 40℃;	90%
In water for 10h; Ambient temperature;	86%

ortho-anisaldehyde (135-02-4) + methylamine (74-89-5) → 1-(2-methoxyphenyl)-N-methylmethanimine (1125-90-2)

Conditions	Yield
In ethanol at 0 - 40℃;	100%
In water for 10h; Ambient temperature;	80%
With water

4-dimethylamino-benzaldehyde (100-10-7) + methylamine (74-89-5) → 4-(dimethylamino)-N-methylbenzylimine (877-79-2)

Conditions	Yield
at 20℃; under 750.06 Torr; Solid phase reaction; gas-solid reaction;	100%
at 20℃; for 12h;	100%
With benzene

ortho-nitrofluorobenzene (1493-27-2) + methylamine (74-89-5) → 2-nitro-N-methylaniline (612-28-2)

Conditions	Yield
In ethanol; water Reflux;	100%
In methanol; water Heating;	98%
In water at 20℃; for 2h; Inert atmosphere;	93%

1-chloro-2,4-dinitro-benzene (97-00-7) + methylamine (74-89-5) → N-methyl-2,4-dinitroaniline (2044-88-4)

Conditions	Yield
In ethanol at 20℃; for 15h;	100%
In ethanol; water at 20℃; for 1h;	100%
In ethanol at 0 - 20℃; for 15h;	95%

1-isothiocyanatonaphthalene (551-06-4) + methylamine (74-89-5) → 1-methyl-3-naphthalene-1-yl-thiourea (2740-98-9)

Conditions	Yield
at 20℃; under 750.06 Torr; Addition; solid-gas reaction;	100%
With ethanol

p-nitrophenyl isothiocyanate (2131-61-5) + methylamine (74-89-5) → 1-(4-nitrophenyl)-3-methyl-thiourea (16361-69-6)

Conditions	Yield
at 20℃; under 750.06 Torr; Addition; solid-gas reaction;	100%

methylamine (74-89-5) + β-naphthol (135-19-3) → 2-N-methylaminonaphthalene (2216-67-3)

Conditions	Yield
With ammonium chloride In ethanol at 200℃; for 20h;	100%
With water at 200 - 220℃; unter Druck;
With sodium hydrogensulfite In water Bucherer reaction; Autoclave;

methylamine (74-89-5) + 3-(bromomethyl)benzonitrile (28188-41-2) → 3-((methylamino)methyl)benzonitrile (90389-96-1)

Conditions	Yield
In THjfF (tetrahydrofuran) at 20℃; for 3h; Inert atmosphere;	100%
In tetrahydrofuran at 20℃; for 24h;	96%
In water at 0 - 20℃; for 3.16h;	82%

methylamine (74-89-5) + 4-Bromophenyl isothiocyanate (1985-12-2) → 1-(4-bromophenyl)-3-methyl-thiourea (61449-55-6)

Conditions	Yield
at 20℃; under 750.06 Torr; Addition; solid-gas reaction;	100%
With ethanol

methylamine (74-89-5) + 2,3-dimethyoxybenzaldehyde (86-51-1) → (2,3-dimethoxy-benzylidene)-methyl-amine (722495-95-6)

Conditions	Yield
at 20℃; for 12h;	100%
In ethanol at 0 - 40℃;	90%
With benzene zuletzt unter Erwaermen und Entfernen des gebildeten Wassers;
In benzene for 2h; Reflux;
In ethanol; water

methylamine (74-89-5) + 2,4-Dichloro-5-nitropyrimidine (49845-33-2) → 2-chloro-4-(methylamino)-5-nitropyrimidine (89283-49-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; methanol at -78 - 20℃; for 3h;	100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at -60℃; for 1h;	85%
With N-ethyl-N,N-diisopropylamine In ethanol; dichloromethane at 0℃; for 0.5h;	85.4%

Upstream product

• 74894-69-2 1-(3-chloro-4-fluorophenyl)-3-[(4-methylphenyl)sulfonyl]pyrrolidine-2,5-dione 
• 74894-65-8 1-(3-chloro-4-fluorophenyl)-3-(ethoxymethylidene)pyrrolidine-2,5-dione 
• 74894-62-5 (3E)-3-(methoxymethylidene)-1-(3-nitrophenyl)pyrrolidine-2,5-dione 
• 74894-59-0 (3E)-3-(methoxymethylidene)-1-methylpyrrolidine-2,5-dione 
• 74894-55-6 (3E)-3-(methoxymethylidene)-1-phenylpyrrolidine-2,5-dione 
• 74893-81-5 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chromen-4-one 
• 74893-46-2 2-Propenoic acid, 2-fluoro-, sodiuM salt 
• 74893-31-5 BOC-3-(3-BENZOTHIENYL)-DL-ALANINE 
• 74893-30-4 deacetyl salmon endorphin 
• 74892-97-0 [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate 
• 74892-82-3 Ethyl (2R,4R)-4-methyl-2-piperidinecarboxylate 
• 74892-81-2 (2R,4R)-4-Methylpiperidine-2-carboxylic acid 
• 74892-75-4 Heptanoic acid, 4-amino-6-methyl- 
• 74892-45-8 5-Acetoxymatairesil dimethyl ether 

Downstream Products

• 296276-41-0 METHYL-(2-TRIFLUOROMETHYL-BENZYL)-AMINE 
• 25419-06-1 N-Methylpentylamine 
• 4116-10-3 2-CHLORO-N-METHYLACETOACETAMIDE 
• 399-30-4 (2-FLUOROBENZYL)METHYLAMINE 
• 78816-67-8 Bonnecor 
• 99593-25-6 Rilmazafone 
• 13220-33-2 1-Methyl-3-pyrrolidinol 
• 82626-48-0 Zolpidem 
• 55965-84-9 5-Chloro-2-methyl-3(2H)-isothiazolone with 2-methyl-3(2H)-isothiazolone 
• 56563-12-3 N-Cyano-N'-methyl-ethanimidamide 
• 60-56-0 Methimazole 
• 39191-07-6 3-CHLORO-N-METHYLBENZYLAMINE 
• 90293-01-9 BIFEMELANE 
• 105-40-8 N-METHYLURETHANE 
• 96-31-1 1,3-Dimethylurea 
• 405-66-3 (4-FLUORO-BENZYL)-METHYL-AMINE 
• 1121-58-0 N-Methyl-4-pyridinamine 
• 702-24-9 N-(4-Methoxybenzyl)-N-methylamine 
• 82-38-2 Disperse Red 9 
• 83-79-4 ROTENONE 
• 62096-63-3 2-AMINO-4-METHYLAMINO-6-ETHOXY-1,3,5-TRIAZINE 
• 932-96-7 4-Chloro-N-methylaniline 
• 90389-84-7 (3-FLUOROBENZYL)METHYLAMINE 
• 41789-95-1 3-METHOXY-N-METHYLBENZYLAMINE 97 
• 2724-69-8 1-Methyl-3-phenyl-2-thiourea 
• 2686-99-9 3,4,5-TRIMETHACARB 
• 93-30-1 2-METHOXYPHENAMINE HCL 

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