Methyl bromopyruvate supplier

Name
Methyl Bromopyruvate
EINECS
CAS No. 7425-63-0
Article Data10
CAS DataBase
Density 1.70
Solubility
Melting Point 5°C(lit.)
Formula C4H5 Br O3
Boiling Point 186.8oC at 760 mmHg
Molecular Weight 180.986
Flash Point 125oC
Transport Information
Appearance
Safety S26;S36
Risk Codes R36/37/38
Molecular Structure
Hazard Symbols
Synonyms Pyruvicacid, bromo-, methyl ester (6CI,7CI,8CI); Methyl 3-bromo-2-oxopropanoate;Methyl bromopyruvate; NSC 526776
PSA 43.37000
LogP 0.12340

Synthetic route

: 27871-49-4
(S)-Methyl lactate

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane for 6h; Reflux;	61%

: 600-22-6
pyruvic acid methyl ester

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

Conditions

Conditions	Yield
With tetrachloromethane; bromine am Licht;
With pyridine; bromine at 40 - 50℃;
With bromine at 65℃; unter Durchleiten von CO2;

: 67-56-1
methanol

: 1113-59-3
bromopyruvic acid

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 15h;
hydrogenchloride In water at 30 - 40℃; for 9h;

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 2-chloro-6-methoxynicotinthioamide

: 2-chloro-6-methoxy-3-[4-(methoxycarbonyl)thiazol-2-yl]pyridine

Conditions

Conditions	Yield
With pyridine In ethanol at 80℃; for 3.5h; Inert atmosphere;	100%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: (R)-tert-butyl 1-amino-3-phenyl-1-thioxopropan-2-ylcarbamate

: 101924-70-3
(R)-methyl 2-(1-(tert-butoxycarbonylamino)-2-phenylethyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
With calcium carbonate In ethanol at 20℃; Hantzsch cyclization; Inert atmosphere;	99%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 17356-08-0
thiourea

: 118452-04-3
methyl 2-amino-1,3-thiazole-4-carboxylate

Conditions

Conditions	Yield
In methanol for 2h; Hantzsch Thiazole Synthesis; Reflux;	93%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 73956-15-7
2,2-diethoxythioacetamide

: methyl 2-(diethoxymethyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
In methanol for 1.5h; Molecular sieve; Reflux;	91%
With hydrogenchloride In methanol; water at 65℃; for 3.25h; Molecular sieve;

: 75-15-0
carbon disulfide

: 136-95-8
2-amino-benzthiazole

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: methyl 3-(benzo[d]thiazol-2-yl)-2-thioxo-2,3-dihydrothiazole-4-carboxylate

Conditions

Conditions	Yield
In toluene Reflux;	90%

...Expand

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 71368-35-9
6-methoxybenzo[d]thiazole-2-carbothioamide

: 7775-89-5
2-(6-methoxy-benzothiazol-2-yl)-thiazole-4-carboxylic acid methyl ester

Conditions

Conditions	Yield
In methanol at 20℃; for 39h; Reflux;	88%
In methanol

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: (S)-N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)serinethioamide

: methyl (S)-2-(1-tert-butoxycarbonylamino-2-tert-butyldiphenylsiloxy)ethylthiazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: methyl 3-bromo-2-oxopropanoate; (S)-N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)serinethioamide With potassium hydrogencarbonate In 1,2-dimethoxyethane at 0 - 20℃; Stage #2: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at 0 - 20℃;	88%
Stage #1: methyl 3-bromo-2-oxopropanoate; (S)-N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)serinethioamide With potassium hydrogencarbonate In 1,2-dimethoxyethane at 0 - 20℃; for 3h; Stage #2: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at 0℃; for 1h;	88%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 246265-78-1
(R)-3-t-butoxycarbonyl-2,2-dimethylthiazolidine-4-carbothioamide

: 924288-22-2
2',2'-dimethyl-4',5'-dihydro-[2,4']bithiazolyl-4,3'-dicarboxylic acid 3'-tert-butyl ester 4-methyl ester

Conditions

Conditions	Yield
Stage #1: methyl 3-bromo-2-oxopropanoate; (R)-3-t-butoxycarbonyl-2,2-dimethylthiazolidine-4-carbothioamide With potassium hydrogencarbonate In tetrahydrofuran at 0 - 20℃; for 22h; Inert atmosphere; Stage #2: With pyridine; trifluoroacetic anhydride In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere;	86%
Stage #1: methyl 3-bromo-2-oxopropanoate; (R)-3-t-butoxycarbonyl-2,2-dimethylthiazolidine-4-carbothioamide With potassium hydrogencarbonate In tetrahydrofuran at 20℃; for 3h; Cooling with ice; Stage #2: With pyridine; trifluoroacetic anhydride In tetrahydrofuran Cooling with ice;	79%
Stage #1: methyl 3-bromo-2-oxopropanoate; (R)-3-t-butoxycarbonyl-2,2-dimethylthiazolidine-4-carbothioamide With potassium hydrogencarbonate In tetrahydrofuran at 20℃; Stage #2: With pyridine; trifluoroacetic anhydride In ethyl acetate Cooling with ice;

: 79456-34-1
5-bromo-3-(trifluoromethyl)pyridin-2-amine

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 1121058-16-9
6-Bromo-8-trifluoromethyl-imidazo[1,2-a]pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
at 50℃; for 3h;	82%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 1379165-19-1
3-trifluoromethyl-1,2-dihydro-pyridin-2-ylamine

: 1206972-73-7
8-trifluoromethyl-imidazo[1,2-a]pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 1h;	80%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 343-94-2
tryptamine hydochloride

: 1189356-88-4
methyl 1-(bromomethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylate

Conditions

Conditions	Yield
With pyrographite In methanol for 18h; Pictet-Spengler condensation; Reflux; Inert atmosphere;	78%
In methanol at 80℃;

: 36727-08-9
6-hydroxybenzothiazole-2-thiocarboxamide

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 36727-10-3
dehydroluciferin methyl ester

Conditions

Conditions	Yield
In methanol 1.) 25 deg C, 21 h, 2.) reflux, 1.3 h;	77%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 2227-79-4
benzenecarbothioamide

: 7113-02-2
2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester

Conditions

Conditions	Yield
In tetrahydrofuran for 18h; Reflux;	77%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 57-13-6
urea

: 1000576-38-4
C5H6N2O3

Conditions

Conditions	Yield
In ethanol at 90℃;	75%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: C13H22N2O4S

: C17H24N2O6S

Conditions

Conditions	Yield
Stage #1: methyl 3-bromo-2-oxopropanoate; C13H22N2O4S With potassium hydrogencarbonate In tetrahydrofuran at 20℃; for 3h; Cooling with ice; Stage #2: With pyridine; trifluoroacetic anhydride In tetrahydrofuran Cooling with ice;	75%
Stage #1: methyl 3-bromo-2-oxopropanoate; C13H22N2O4S With potassium hydrogencarbonate In tetrahydrofuran at 20℃; Stage #2: With pyridine; trifluoroacetic anhydride In ethyl acetate Cooling with ice;

: N-tert-butoxycarbonyl-O-(4-methoxybenzyl)thiothreoninamide

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: methyl 2-[(S)-1-(tert-butoxycarbonylamino)-(R)-2-(4-methoxybenzyl)propyl]thiazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-O-(4-methoxybenzyl)thiothreoninamide; methyl 3-bromo-2-oxopropanoate With potassium hydrogencarbonate In 1,2-dimethoxyethane at 0℃; for 1h; Hantzsch reaction; Stage #2: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at 0℃; for 2h; Further stages.;	74%

: 110-86-1
pyridine

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 1146344-31-1
3-cyclohexylimino-2-(diisopropoxy-phosphoryloxy)-acrylic acid ethyl ester

: 1259393-58-2
C19H24N2O4

Conditions

Conditions	Yield
Stage #1: pyridine; methyl 3-bromo-2-oxopropanoate In acetonitrile at 60℃; for 0.5h; Stage #2: 3-cyclohexylimino-2-(diisopropoxy-phosphoryloxy)-acrylic acid ethyl ester With potassium carbonate In acetonitrile at 20℃;	74%

...Expand

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 1421637-26-4
3-amino-4-bromo-6-(4-fluorophenyl)pyridazine

: methyl 8-bromo-6-(4-fluorophenyl)imidazo[1,2-b]pyridazine-2-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 70℃; for 17h;	73%
In N,N-dimethyl-formamide at 75℃; for 4h; Temperature;	19.9 g

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 183610-70-0
2-amino-3-trifluoromethylpyridine

: 1206972-73-7
8-trifluoromethyl-imidazo[1,2-a]pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 3h;	72%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 6-chloro-4-isopropenylpyridazin-3-amine

: methyl 6-chloro-8-isopropenylimidazo[1,2-b]pyridazine-2-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 75℃; for 3h;	72%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 105-45-3
acetoacetic acid methyl ester

: 6141-60-2
dimethyl 2-methylfuran-3,4-dicarboxylate

Conditions

Conditions	Yield
at 50℃; Feist-Benary Furan Synthesis;	72%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 141041-86-3, 96929-01-0, 140903-30-6
tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate

: methyl (S)-2-[1-(tert-butoxycarbonylamino)ethyl]thiazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: methyl 3-bromo-2-oxopropanoate; tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate With potassium hydrogencarbonate In tetrahydrofuran at 20℃; for 3h; Cooling with ice; Stage #2: With pyridine; trifluoroacetic anhydride In tetrahydrofuran Cooling with ice;	72%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 1610008-47-3
6-chloro-4-(trifluoromethyl)pyridazin-3-amine

: methyl 6-chloro-8-(trifluoromethyl)imidazo[1,2-b]pyridazine-2-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 70℃; for 5h;	70%

: 5469-69-2
6-chloro-pyridazin-3-ylamine

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: methyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 50℃; for 1.5h; Inert atmosphere;	65.66%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 62-55-5
thioacetamide

: 6436-60-8
methyl 2-methyl-1,3-thiazole-4-carboxylate

Conditions

Conditions	Yield
In methanol at 20℃; Inert atmosphere; Heating;	65%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 2454-39-9
2-aminobenzothioamide

: methyl 2-(2-aminophenyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 65℃; for 2h; Inert atmosphere;	65%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 108-98-5
thiophenol

: 115413-26-8
Methyl 2-oxo-3-phenylthiopropionate

Conditions

Conditions	Yield
With pyridine In diethyl ether at 0 - 5℃; for 0.5h;	64%

: 446273-59-2
4-bromo-6-chloro-3-pyridazineamine

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: methyl 8-bromo-6-chloroimidazo[1,2-b]pyridazine-2-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl acetamide; N,N-dimethyl-formamide at 70℃; for 18h;	62%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: N1-(1-methyl-1H-pyrazol-5-yl)benzene-1,2-diamine

: methyl 4-(bromomethyl)-1-methyl-1,4,5,10-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepine-4-carboxylate

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile at 20℃; for 12h; Pictet-Spengler Synthesis;	61%

Methyl bromopyruvate Chemical Properties

Molecular Structure of Methyl bromopyruvate (7425-63-0):

IUPAC Name: Methyl 3-bromo-2-oxopropanoate
Molecular Formula: C₄H₅BrO₃
Molecular Weight: 180.9847 g/mol
XLogP3-AA: 0.8
H-Bond Donor: 0
H-Bond Acceptor: 3
Canonical SMILES: COC(=O)C(=O)CBr
InChI: InChI=1S/C4H5BrO3/c1-8-4(7)3(6)2-5/h2H2,1H3
InChIKey: MQONVZMIFQQQHA-UHFFFAOYSA-N
Index of Refraction: 1.467 Molar
Refractivity: 30.11 cm³
Molar Volume: 108.3 cm³
Surface Tension: 40.4 dyne/cm
Density: 1.67 g/cm³
Flash Point: 66.8 °C
Boiling Point: 186.8 °C at 760 mmHg
Enthalpy of Vaporization: 42.31 kJ/mol
Vapour Pressure: 0.65 mmHg at 25 °C
Water Solubility: mg/L at 25 °C
Refractive Index: n20/D 1.480
Storage Temp.: 2-8°C

Methyl bromopyruvate Safety Profile

Safety Information of Methyl bromopyruvate (7425-63-0):
Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
F: 19

Methyl bromopyruvate Specification

Methyl bromopyruvate (7425-63-0) can be soluble in many organic solvents which is also called for Methyl 3-bromo-2-oxopropanoate ; 2-Oxo-3-bromopropionic acid methyl ester ; 3-Bromo-2-oxopropionic acid methyl ester . It can be used as pharmaceutical intermediate, pharmaceutical raw material, mainly used to manufacture Thiabendazole .

Product Name

Methyl Bromopyruvate

Synthetic route

Methyl bromopyruvate Chemical Properties

Methyl bromopyruvate Safety Profile

Methyl bromopyruvate Specification

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