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N,N'-DIMETHYLTHIOUREA, also known as Dimethylthiocarbamide, is an antioxygen agent that is colorless to white in appearance and exists in the form of crystals or crystalline powder. It is primarily known for its role in preventing sensitization when unexposed to light, particularly in the context of diazo papers.

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  • 534-13-4 Structure
  • Basic information

    1. Product Name: N,N'-DIMETHYLTHIOUREA
    2. Synonyms: N,N'-DIMETHYLTHIOUREA;SYM-DIMETHYLTHIOUREA;(CH3NH)2CS;1,3-dimethyl-2-thio-ure;1,3-dimethylisothiourea;n,n’-dimethyl-thioure;thiourea,1,3-dimethyl-;Urea, 1,3-dimethyl-2-thio-
    3. CAS NO:534-13-4
    4. Molecular Formula: C3H8N2S
    5. Molecular Weight: 104.17
    6. EINECS: 208-588-2
    7. Product Categories: API intermediates;Organic Building Blocks;Sulfur Compounds;Thioureas;Intermediates & Fine Chemicals;Pharmaceuticals
    8. Mol File: 534-13-4.mol
  • Chemical Properties

    1. Melting Point: 61-63 °C
    2. Boiling Point: 155 °C (0.7501 mmHg)
    3. Flash Point: 200 °C
    4. Appearance: Colorless to white/Crystals, Crystalline Powder and/or Chunks
    5. Density: 1.055 (estimate)
    6. Refractive Index: 1.5500 (estimate)
    7. Storage Temp.: Store below +30°C.
    8. Solubility: 1000g/l (experimental)
    9. PKA: 14.98±0.70(Predicted)
    10. Merck: 14,3261
    11. BRN: 605454
    12. CAS DataBase Reference: N,N'-DIMETHYLTHIOUREA(CAS DataBase Reference)
    13. NIST Chemistry Reference: N,N'-DIMETHYLTHIOUREA(534-13-4)
    14. EPA Substance Registry System: N,N'-DIMETHYLTHIOUREA(534-13-4)
  • Safety Data

    1. Hazard Codes: T
    2. Statements: 25-43
    3. Safety Statements: 36/37-45
    4. RIDADR: UN 2811 6.1/PG 3
    5. WGK Germany: 3
    6. RTECS: YT1520000
    7. F: 3-10
    8. HazardClass: 6.1(b)
    9. PackingGroup: III
    10. Hazardous Substances Data: 534-13-4(Hazardous Substances Data)

534-13-4 Usage

Uses

Used in Chemical Synthesis:
N,N'-DIMETHYLTHIOUREA is used as an intermediate in the preparation of Arginine derivatives, which are essential for various chemical and pharmaceutical applications.
Used in Paper Industry:
N,N'-DIMETHYLTHIOUREA is used as an antioxidant in diazo copy paper to prevent yellow discoloration of the paper, ensuring that the final product maintains its quality and appearance over time.

Contact allergens

Dimethylthiocarbamide, an antioxygen agent, is responsible for sensitization, when unexposed to light from diazo papers.

Safety Profile

Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of SOx andNO,.

Check Digit Verification of cas no

The CAS Registry Mumber 534-13-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 4 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 534-13:
(5*5)+(4*3)+(3*4)+(2*1)+(1*3)=54
54 % 10 = 4
So 534-13-4 is a valid CAS Registry Number.

534-13-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Detail
  • TCI America

  • (D0804)  1,3-Dimethylthiourea  >97.0%(T)

  • 534-13-4

  • 25g

  • 250.00CNY

  • Detail
  • TCI America

  • (D0804)  1,3-Dimethylthiourea  >97.0%(T)

  • 534-13-4

  • 100g

  • 560.00CNY

  • Detail
  • TCI America

  • (D0804)  1,3-Dimethylthiourea  >97.0%(T)

  • 534-13-4

  • 500g

  • 1,290.00CNY

  • Detail
  • Aldrich

  • (D188700)  N,N′-Dimethylthiourea  99%

  • 534-13-4

  • D188700-5G

  • 296.01CNY

  • Detail
  • Aldrich

  • (D188700)  N,N′-Dimethylthiourea  99%

  • 534-13-4

  • D188700-100G

  • 472.68CNY

  • Detail

534-13-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N′-Dimethylthiourea

1.2 Other means of identification

Product number -
Other names N,N'-DIMETHYLTHIOUREA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:534-13-4 SDS

534-13-4Synthetic route

methyl thioisocyanate
556-61-6

methyl thioisocyanate

methylamine
74-89-5

methylamine

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
at 0℃; under 375.03 Torr; Addition; solid-gas reaction;100%
N1,N3-dimethyl-N1-nitrosothiourea
79645-01-5

N1,N3-dimethyl-N1-nitrosothiourea

methylamine
74-89-5

methylamine

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
In acetonitrile for 4h; Ambient temperature;96%
1-methyl-3-[5-methyl-2-(3-methyl-thioureido)-phenyl]-thiourea

1-methyl-3-[5-methyl-2-(3-methyl-thioureido)-phenyl]-thiourea

A

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

B

2-mercapto-5-methylbenzimidazole
27231-36-3

2-mercapto-5-methylbenzimidazole

Conditions
ConditionsYield
In 1,4-dioxane for 2h; Heating;A n/a
B 92%
1-methyl-3-[2-(3-methyl-thioureido)-phenyl]-thiourea
35525-02-1

1-methyl-3-[2-(3-methyl-thioureido)-phenyl]-thiourea

A

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

B

Benzimidazol-2-thiol
134469-07-1

Benzimidazol-2-thiol

Conditions
ConditionsYield
In 1,4-dioxane for 2h; Heating;A n/a
B 90%
In 1,4-dioxane for 2h; Heating; Yields of byproduct given;
1-[4-methoxy-2-(3-methyl-thioureido)-phenyl]-3-methyl-thiourea

1-[4-methoxy-2-(3-methyl-thioureido)-phenyl]-3-methyl-thiourea

A

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

B

6-methoxy-1H-benzoimidazole-2-thiol
37052-78-1

6-methoxy-1H-benzoimidazole-2-thiol

Conditions
ConditionsYield
In 1,4-dioxane for 2h; Heating;A n/a
B 89%
N1,N3-dimethyl-N1-nitrosothiourea
79645-01-5

N1,N3-dimethyl-N1-nitrosothiourea

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With acetic acid In methanol; water at 37℃; for 2.83333h;80%
With acetic acid In methanol; water at 37℃; for 2.83333h; Kinetics; Thermodynamic data; Mechanism; ΔH(act.), ΔS(act.);80%
N,N'-bis<(1H-benzotriazole-1-yl)methyl>thiourea
28539-03-9

N,N'-bis<(1H-benzotriazole-1-yl)methyl>thiourea

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 4h; Heating;75%
grateloupine
2609-10-1

grateloupine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl 4-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-butanoate
1350618-28-8

isopropyl 4-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-butanoate

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 70%
B n/a
C n/a
methyl thioisocyanate
556-61-6

methyl thioisocyanate

A

5,6-dihydro-1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione
85377-38-4

5,6-dihydro-1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C

1,3,5-trimethyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trithione
938-65-8

1,3,5-trimethyl-1,3,5-triazine-2,4,6-(1H,3H,5H)-trithione

Conditions
ConditionsYield
With water; triethylamine In benzene at 40℃; under 6000480 Torr; for 20h;A 12%
B 4%
C 68%
morpholine
110-91-8

morpholine

2-thioxo-4-thiazolidinone
141-84-4

2-thioxo-4-thiazolidinone

N,N'-Dimethylurea
96-31-1

N,N'-Dimethylurea

A

2-morpholin-4-yl-2-thiazole-4(5H)-one
16781-67-2

2-morpholin-4-yl-2-thiazole-4(5H)-one

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With MCM-41 mesoporous silica In ethanol; water at 80 - 90℃; for 14h; Green chemistry;A n/a
B 68%
methanol
67-56-1

methanol

N-carbamoylglycine
462-60-2

N-carbamoylglycine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

A

methyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate
1350618-20-0

methyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate

B

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
123351-54-2, 123351-55-3

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

C

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 65%
B n/a
C n/a
D n/a
ureidoacetylaminoethanoic acid
17303-54-7

ureidoacetylaminoethanoic acid

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl [2-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-1-oxoethylamino]acetate
1350618-29-9

isopropyl [2-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-1-oxoethylamino]acetate

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 65%
B n/a
C n/a
N-carbamoylglycine
462-60-2

N-carbamoylglycine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

isopropyl alcohol
67-63-0

isopropyl alcohol

A

2,4-imidazolidinedione
461-72-3

2,4-imidazolidinedione

B

isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate
1350618-26-6

isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate

C

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A n/a
B 65%
C n/a
D n/a
methanol
67-56-1

methanol

N-carbamoyl-β-alanine
462-88-4

N-carbamoyl-β-alanine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

A

methyl 3-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)propanoate
1350618-21-1

methyl 3-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)propanoate

B

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
123351-54-2, 123351-55-3

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

C

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 59%
B n/a
C n/a
D n/a
N-carbamoyl-β-alanine
462-88-4

N-carbamoyl-β-alanine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl 3-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)propanoate
1350618-27-7

isopropyl 3-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)propanoate

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 58%
B n/a
C n/a
methanol
67-56-1

methanol

grateloupine
2609-10-1

grateloupine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

A

methyl 4-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)butanoate
1350618-22-2

methyl 4-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)butanoate

B

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
123351-54-2, 123351-55-3

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

C

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 51%
B n/a
C n/a
D n/a
N-carbamoylglycine
462-60-2

N-carbamoylglycine

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

isopropyl alcohol
67-63-0

isopropyl alcohol

A

(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetic acid
1350618-18-6

(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetic acid

B

isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate
1350618-26-6

isopropyl (4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate

C

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water for 1h; Reflux;A 39%
B n/a
C n/a
D n/a
methanol
67-56-1

methanol

ureidoacetylaminoethanoic acid
17303-54-7

ureidoacetylaminoethanoic acid

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

A

methyl [2-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-1-oxoethylamino]acetate
1350618-23-3

methyl [2-(4,6-dimethyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)-1-oxoethylamino]acetate

B

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
123351-54-2, 123351-55-3

4,5-dimethoxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

C

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

D

benzil
134-81-6

benzil

Conditions
ConditionsYield
With hydrogenchloride; water Reflux;A 35%
B n/a
C n/a
D n/a
1,3,5-trimethyl-1,3,5-triazacyclohexane
108-74-7

1,3,5-trimethyl-1,3,5-triazacyclohexane

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With sulfur at 175℃;
N,N'-dimethylthioperoxydicarbamic acid
2438-90-6

N,N'-dimethylthioperoxydicarbamic acid

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
at 110℃;
S-methyl N-methyl dithiocarbamate
13037-11-1

S-methyl N-methyl dithiocarbamate

methylamine
74-89-5

methylamine

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With ethanol at 100℃;
Methyldithiocarbamidsaeure-ethylester
52664-26-3

Methyldithiocarbamidsaeure-ethylester

methylamine
74-89-5

methylamine

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With ethanol at 100℃;
2-Benzoyl-1,3-dimethyl-isothiourea; hydrochloride

2-Benzoyl-1,3-dimethyl-isothiourea; hydrochloride

A

benzoyl chloride
98-88-4

benzoyl chloride

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
In acetic acid Equilibrium constant;
1-Aminoethanesulfonic acid
1636-31-3

1-Aminoethanesulfonic acid

methyl thioisocyanate
556-61-6

methyl thioisocyanate

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

A

Dicyclohexyl-amine; compound with 1-(3-methyl-thioureido)-ethanesulfonic acid
119304-53-9

Dicyclohexyl-amine; compound with 1-(3-methyl-thioureido)-ethanesulfonic acid

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With pyridine; citric acid 1.) 1.5 h; Yield given. Multistep reaction;
C3H8N2S*C2H3O2(1-)

C3H8N2S*C2H3O2(1-)

A

acetate
71-50-1

acetate

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
In dimethylsulfoxide-d6 Equilibrium constant;
dimethylthiuram disulfide

dimethylthiuram disulfide

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
at 100℃;
methyldithiocarbamidacidic methylamine

methyldithiocarbamidacidic methylamine

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With ethanol
5-(2-bromo-1-hydroxyethyl)-2-chloro-N,N-dimethylbenzenesulfonamide
59816-01-2

5-(2-bromo-1-hydroxyethyl)-2-chloro-N,N-dimethylbenzenesulfonamide

A

2-(4-chloro-3-dimethylsulfamoylphenyl)-2-hydroxyethyl-N,N-dimethylisothiouronium-bromide

2-(4-chloro-3-dimethylsulfamoylphenyl)-2-hydroxyethyl-N,N-dimethylisothiouronium-bromide

B

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

N,N'-dimethylaminoiminomethanesulfonic acid
52792-65-1

N,N'-dimethylaminoiminomethanesulfonic acid

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Conditions
ConditionsYield
With water; hypochloric acid for 48h; pH=7.4; aq. phosphate buffer;
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

α-bromoacetophenone
70-11-1

α-bromoacetophenone

3-methyl-2-methylamino-4-phenylthiazolylium bromide

3-methyl-2-methylamino-4-phenylthiazolylium bromide

Conditions
ConditionsYield
at 20℃; for 0.5h; Solid phase reaction; cyclocondensation;100%
indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

3a,8a-dihydroxy-1,3-dimethyl-2-thioxo-2,3,3a,8a-tetrahydro-1H-indeno[1,2-d]imidazole-8-one

3a,8a-dihydroxy-1,3-dimethyl-2-thioxo-2,3,3a,8a-tetrahydro-1H-indeno[1,2-d]imidazole-8-one

Conditions
ConditionsYield
at 20℃; for 2h;100%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

methyl iodide
74-88-4

methyl iodide

methyl N,N'-dimethyl-imidothiocarbamate hydroiodide
6966-83-2

methyl N,N'-dimethyl-imidothiocarbamate hydroiodide

Conditions
ConditionsYield
In ethanol for 12h;100%
5,6-dihydro-1-methyl-2,4-diphenylbenzoquinolinium perchlorate

5,6-dihydro-1-methyl-2,4-diphenylbenzoquinolinium perchlorate

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

1,2,3-Trimethyl-isothiourea; compound with perchloric acid

1,2,3-Trimethyl-isothiourea; compound with perchloric acid

Conditions
ConditionsYield
In chlorobenzene for 1h; Heating;98%
C6H9N3O3
146000-76-2

C6H9N3O3

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C14H22N8O5S

C14H22N8O5S

Conditions
ConditionsYield
In methanol at 25℃; for 0.5h; Cycloaddition;98%
ethyl (E)-3-((E)-carbamoyldiazenyl)but-2-enoate
146000-77-3

ethyl (E)-3-((E)-carbamoyldiazenyl)but-2-enoate

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C15H24N8O5S

C15H24N8O5S

Conditions
ConditionsYield
In methanol at 25℃; for 0.5h; Cycloaddition;98%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

cadmium(II) chloride
10108-64-2

cadmium(II) chloride

cadmium(II) Cl2 bis(N,N'-dimetylthiourea)
17048-50-9

cadmium(II) Cl2 bis(N,N'-dimetylthiourea)

Conditions
ConditionsYield
In ethanol mixed in hot ethanol, stirred and refluxed for 2 h; filtered hot, crystd. at room temp. for 24 h, filtered, washed twice (ethanol), dried (vac.), dried (vac.), elem. anal.;98%
3-phenylcarbamoylazo-crotonic acid ethyl ester
94126-56-4, 146000-79-5

3-phenylcarbamoylazo-crotonic acid ethyl ester

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

C27H32N8O5S

C27H32N8O5S

Conditions
ConditionsYield
In methanol at 25℃; for 0.5h; Cycloaddition;97%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

tert-butyl (3-methoxy-1-methyl-3-oxoprop-1-enyl)diazenecarboxylate

tert-butyl (3-methoxy-1-methyl-3-oxoprop-1-enyl)diazenecarboxylate

7-tert-butoxycarbonylamino-6-(N'-tert-butoxycarbonyl-hydrazino)-3,6,8-trimethyl-2-methylimino-4-oxo-1-thia-3,7-diaza-spiro[4.4]non-8-ene-9-carboxylic acid methyl ester

7-tert-butoxycarbonylamino-6-(N'-tert-butoxycarbonyl-hydrazino)-3,6,8-trimethyl-2-methylimino-4-oxo-1-thia-3,7-diaza-spiro[4.4]non-8-ene-9-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: N,N-dimethylthiourea; tert-butyl (3-methoxy-1-methyl-3-oxoprop-1-enyl)diazenecarboxylate In methanol at 25℃; for 0.5h; Cycloaddition; Substitution;
Stage #2: With sodium hydride In tetrahydrofuran; methanol at 25℃; for 1h; Cyclization;
97%
{(CH3)2N}(C2H5)BOB(C2H5){N(CH3)2}
124357-24-0

{(CH3)2N}(C2H5)BOB(C2H5){N(CH3)2}

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

O(μ-C2H5BNCH3)2CS
124379-87-9

O(μ-C2H5BNCH3)2CS

Conditions
ConditionsYield
In toluene under inert atm., stirred mixt. of the diboroxane, (NHCH3)2CS and toluene heated for 6 h to 50-60°C (oil bath), refluxed for 16 h; evapn., distd. under vac.; elem. anal.;97%
[Pt(trans-1,2-diaminocyclohexane)(H2O)2]

[Pt(trans-1,2-diaminocyclohexane)(H2O)2]

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

(trans-1,2-diaminocyclohexane)di(1,3-dimethyl-2-thiourea)platinum(II) dinitrate

(trans-1,2-diaminocyclohexane)di(1,3-dimethyl-2-thiourea)platinum(II) dinitrate

Conditions
ConditionsYield
In water; acetone at 20℃;96%
1-(4-methylbenzyl)-2,4,6-triphenylpyridinium perchlorate

1-(4-methylbenzyl)-2,4,6-triphenylpyridinium perchlorate

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

1,3-Dimethyl-2-(4-methyl-benzyl)-isothiourea; compound with perchloric acid

1,3-Dimethyl-2-(4-methyl-benzyl)-isothiourea; compound with perchloric acid

Conditions
ConditionsYield
In chlorobenzene for 0.5h; Heating;95%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

benzil
134-81-6

benzil

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

Conditions
ConditionsYield
With sodium hydroxide at 180℃; for 0.025h; Microwave irradiation;95%
With sodium hydroxide In ethanol; water for 2h; Heating;82%
With sodium hydroxide In ethanol for 2h; Rate constant; Mechanism; Heating; carbon-13 labelled benzil; further thioureas and benzils;82%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

1-Phenylpropane-1,2-dione
579-07-7

1-Phenylpropane-1,2-dione

4,5-dihydroxy-1,3,4-trimethyl-5-phenyltetrahydroimidazole-2-thione
139386-68-8, 139386-69-9

4,5-dihydroxy-1,3,4-trimethyl-5-phenyltetrahydroimidazole-2-thione

Conditions
ConditionsYield
With trifluoroacetic acid In tetrahydrofuran; water for 48h; Ambient temperature;95%
diethyl 2-dodecylmalonate
7252-87-1

diethyl 2-dodecylmalonate

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

1,3-Dimethyl-5-dodecyl-2-thioxo-4,6(1H,3H,5H)pyrimidindion
438533-61-0

1,3-Dimethyl-5-dodecyl-2-thioxo-4,6(1H,3H,5H)pyrimidindion

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 24h; Heating;95%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

(iodomethyl)trimethoxysilane
53696-78-9

(iodomethyl)trimethoxysilane

C7H18N2O3SSi*HI

C7H18N2O3SSi*HI

Conditions
ConditionsYield
In methanol for 6h; Heating;95%
cis-dichlorobis(triphenylphosphine)platinum(II)
10199-34-5, 14056-88-3, 15604-36-1

cis-dichlorobis(triphenylphosphine)platinum(II)

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

Pt(PPh3)2(N,N-dimethylthiourea)
212190-62-0

Pt(PPh3)2(N,N-dimethylthiourea)

Conditions
ConditionsYield
With Et3N In methanol mixt. of Pt complex, thiourea (1 equiv.) and Et3N in methanol was refluxed for 10 min; H2O added; filtered; washed (H2O, Et2O); dried (vac.); elem. anal.;95%
With Ag2O In dichloromethane N2-atmosphere; refluxing Pt-complex with excess Ag2O and equimolar amt. of (MeNH)2CS for 4 h; filtration, solvent removal (reduced pressure), dissoln. in CH2Cl2, crystn. on Et2O diffusion into soln.; elem. anal.;75%
4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione
1195504-76-7

4,5-dihydroxy-1,3-dimethyl-4,5-diphenyltetrahydroimidazole-2-thione

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

1,3-dimethyl-5,5-diphenyl-2-thioxoimidazolidin-2-one

1,3-dimethyl-5,5-diphenyl-2-thioxoimidazolidin-2-one

Conditions
ConditionsYield
With water; potassium hydroxide In methanol for 2h; Reflux; diastereoselective reaction;95%
cyanoacetic acid
372-09-8

cyanoacetic acid

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

6-amino-N1,N3-dimethyl-2-thioxopyrimidin-4-one
3120-52-3

6-amino-N1,N3-dimethyl-2-thioxopyrimidin-4-one

Conditions
ConditionsYield
With acetic anhydride at 70℃; for 2h; Sealed tube; Microwave irradiation;95%
Stage #1: cyanoacetic acid; N,N-dimethylthiourea With acetic anhydride at 70℃;
Stage #2: With water; sodium hydroxide
indole-2,3-dione
91-56-5

indole-2,3-dione

dimedone
126-81-8

dimedone

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

2'-(3-methyl-2-methylimino)-3,3-dimethyl-3,4-dihydro-2H-4'H-spiro[acridine-9,5'-thiazole]-1,4'-dione

2'-(3-methyl-2-methylimino)-3,3-dimethyl-3,4-dihydro-2H-4'H-spiro[acridine-9,5'-thiazole]-1,4'-dione

Conditions
ConditionsYield
With Sulfonated Sulfurol supported Fe3O4 (Fe3O4(at)SiO2-Pr-Sulfurol-SO3H) In ethanol; water at 80℃; for 3.25h;95%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

copper(l) chloride

copper(l) chloride

chlorotris(dimethylthiourea)copper(I)
31323-30-5

chlorotris(dimethylthiourea)copper(I)

Conditions
ConditionsYield
In water CuCl was added to soln. N,N'-dimethylthiourea in water; soln. was filtered and allowed to evaporate, ppt. was washed with EtOH-Et2O (1:1);94.3%
benzoyl chloride
98-88-4

benzoyl chloride

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

S-benzoyl-1,3-dimethylisothiuronium chloride
34257-46-0

S-benzoyl-1,3-dimethylisothiuronium chloride

Conditions
ConditionsYield
In acetone Heating;94%
diethyl 3-(phenyl)oxirane-2,2-dicarboxylate
58070-00-1

diethyl 3-(phenyl)oxirane-2,2-dicarboxylate

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

ethyl 1, 3-dimethyl-2,4-dioxo-trans-6-phenylhexahydropyrimidine-5-carboxylate

ethyl 1, 3-dimethyl-2,4-dioxo-trans-6-phenylhexahydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With ytterbium(III) triflate In 1,4-dioxane at 90℃; for 65h; Catalytic behavior; Temperature; Solvent; Reagent/catalyst; Schlenk technique; Inert atmosphere;94%
copper(l) iodide
7681-65-4

copper(l) iodide

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

hexakis(dimethylthiourea)dicopper(I) diiodide

hexakis(dimethylthiourea)dicopper(I) diiodide

Conditions
ConditionsYield
In acetonitrile CuI and N,N'-dimethylthiourea were dissolved in boiling MeCN; solvent was evapd., residue was treated with water, product was collected and washed with water; elem. anal.;93.6%
N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1,3-Bis-(N,N'-dimethylamidino-mercapto)-propan-dihydrobromid
78556-18-0

1,3-Bis-(N,N'-dimethylamidino-mercapto)-propan-dihydrobromid

Conditions
ConditionsYield
at 140℃; for 0.166667h;93%
5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

dimedone
126-81-8

dimedone

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

7-chloro-2'-(3-methyl-2-methylimino)-3,3-dimethyl-3,4-dihydro-2H-4'H-spiro[acridine-9,5'-thiazole]-1,4'-dione

7-chloro-2'-(3-methyl-2-methylimino)-3,3-dimethyl-3,4-dihydro-2H-4'H-spiro[acridine-9,5'-thiazole]-1,4'-dione

Conditions
ConditionsYield
With Sulfonated Sulfurol supported Fe3O4 (Fe3O4(at)SiO2-Pr-Sulfurol-SO3H) In ethanol; water at 80℃; for 3.3h;93%
4-Nitrophenacyl bromide
99-81-0

4-Nitrophenacyl bromide

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

p-nitrophenacyldimethylthiouronium bromide

p-nitrophenacyldimethylthiouronium bromide

Conditions
ConditionsYield
In ethanol Heating;92%
N-methylene-tert-butylamine
13987-61-6

N-methylene-tert-butylamine

N,N-dimethylthiourea
534-13-4

N,N-dimethylthiourea

5-tert-Butyl-1,3-dimethyl-[1,3,5]triazinane-2-thione
140628-18-8

5-tert-Butyl-1,3-dimethyl-[1,3,5]triazinane-2-thione

Conditions
ConditionsYield
for 4h; Heating;92%

534-13-4Relevant articles and documents

A Novel Synthesis of 1,3,5-Triazine Derivative under High Pressure

Taguchi, Yoichi,Yasumoto, Masahiko,Tsuchiya, Tohru,Oishi, Akihiro,Shibuya, Isao

, p. 1097 - 1100 (1993)

5,6-Dihydro-1,3,5-trimethyl-6-methylimino-1,3,5-triazine-2,4-(1H,3H)-dithione (1) was synthesized by the reaction of methyl isothiocyanate under high pressure in the presence of Et3N and H2O.The yield and selectivity of 1 were seriously effected by pressure, reaction temperature, solvent, and the amount of H2O.

PROCESS FOR MANUFACTURING BENZOXAZINONES

-

Page/Page column 43, (2014/03/22)

The present invention relates to a process for manufacturing benzoxazinones of formula (I), wherein the variables are defined according to the description, by reacting carbamates of formula (II) are reacted with carbamat-benzoxazinones of formula (III) in the presence of a base.

A new application of rhodanine as a green sulfur transferring agent for a clean functional group interconversion of amide to thioamide using reusable MCM-41 mesoporous silica

Ray, Suman,Bhaumik, Asim,Dutta, Arghya,Butcher, Ray J.,Mukhopadhyay, Chhanda

, p. 2164 - 2170 (2013/05/08)

A novel thionation protocol for amide compounds, with the system rhodanine/secondary amine has been discovered. Clean and efficient synthesis of a variety of thioamides can be achieved through this simple and convenient method using MCM-41 mesoporous silica as an acid catalyst. For this purpose we have synthesized MCM-41 silica and characterized by using an array of sophisticated analytical techniques like BET, HR TEM, EDX, XRD, 29Si MAS NMR and FTIR. This reaction is therefore a very neat example of a functional group interconversion.

α-Thioureidoalkylation of functionally substituted ureas: I. Tandem cyclization and esterification in reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in alcohols

Baranov,Gazieva,Nelyubina,Kravchenko,Makhova

experimental part, p. 1564 - 1571 (2012/03/10)

Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5- dihydroxy-4,5-diphenylimidazolidine- 2-thiones in methanol or propan-2-ol led to the formation of previously unknown ω-(4,6-dialkyl- 2-oxo-3a,6a-diphenyl- 5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis. Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl- 5-thioxooctahydroimidazo[4,5-d] imidazol-1-yl)acetate showed anxiolytic effect. Pleiades Publishing, Ltd., 2011.

New chelating ligands for Co(III)-based peptide-cleaving catalysts selective for pathogenic proteins of amyloidoses

Chei, Woo Suk,Ju, Heeyeon,Suh, Junghun

experimental part, p. 511 - 519 (2012/03/10)

The Co(III) complex of 1,4,7,10-tetraazacyclododecane has been employed as the catalytic center of target-selective peptide-cleaving catalysts in previous studies. As new chelating ligands for the Co(III) ion in the peptide-cleaving catalysts, 1-oxo-4,7,1

Organosulfur oxoacids. Part 2. A novel dimethylthiourea metabolite - Synthesis and characterization of the surprisingly stable and inert dimethylaminoiminomethane sulfonic acid

Petersen, Jeffrey L.,Otoikhian, Adenike A.,Morakinyo, Moshood K.,Simoyi, Reuben H.

body text, p. 1247 - 1255 (2011/02/24)

A new metabolite of the biologically active thiocarbamide dimethylthiourea (DMTU) has been synthesized and characterized. DMTU's metabolic activation in the physiological environment is expected to be dominated by S-oxygenation, which produces, successively, the sulfenic, sulfinic, and sulfonic acids before forming sulfate and dimethylurea. Only the sulfinic and sulfonic acids are stable enough to be isolated. This manuscript reports on the first synthesis, isolation, and characterization of the sulfonic acid: dimethylaminoiminomethanesulfonic acid (DMAIMSOA). It crystallizes in the orthorhombic Pbca space group and exists as a zwitterion in its solid crystal form. The negative charge is delocalized over the sulfonic acid oxygens and the positive charge is concentrated over the planar N-C-N framework rather than strictly on the sp2-hybridized cationic carbon center. As opposed to its sulfinic acid analogue, DMAIMSOA is extremely inert in acidic environments and can maintain its titer for weeks at pH 6 and below. It is, however, reasonably reactive at physiological pH conditions and can be oxidized to dimethylurea and sulfate by mild oxidants such as aqueous iodine.

Quantitative solid-state reactions of amines with carbonyl compounds and isothiocyanates

Kaupp, Gerd,Schmeyers, Jens,Boy, Juergen

, p. 6899 - 6911 (2007/10/03)

A series of solid-state reactions is reported of gaseous or solid amines with aldehydes to give imines, with solid anhydrides to give diamides (therefrom imides) or amidic carboxylic salts or imides, with solid imides to give diamides, with solid lactones or carbonates to give functionalized carbamic esters, with polycarbonates to give degradative aminolysis, and with solid isothiocyanates to give thioureas. Diamides give imides by solid-state thermolysis or acid catalysis. Various double, two-step, 3-cascade, and sequential reactions are reported in the solid state without melting. The yields are quantitative in 53 reported reaction examples and no workup (except for washings in four cases) is required in the 100% yield reactions. Three initially solid-state reactions but with liquid product were not quantitative. An upscaling to the kg scale shows promise of the technique for large scale applications. Supermicroscopic analyses with AFM elucidate the solid-state mechanism by virtue of far-reaching anisotropic molecular movements in three-step processes. Gas-solid aminolyses of polycarbonates are also studied with AFM. The implications to sustainable chemistry are discussed. (C) 2000 Elsevier Science Ltd.

A high-yielding and facile preparation of N-substituted thioureas by substitution of nitrosothioureas with alkylamines

Xian,Zhu,Li,Cheng

, p. 1957 - 1960 (2007/10/03)

High yields of N-mono- or di- alkyl substituted thioureas are readily achieved by the reaction of nitrosothioureas with alkylamines in acetonitrile at room temperature.

A new route for the synthesis of 2-mercapto benzimidazoles

Ambati, Narahari Babu,Ramesh Babu,Anand,Hanumanthu

, p. 289 - 294 (2007/10/03)

Benzenes 1,2-bis-(3-methyl-2-thioureido) are refluxed in nonpolar solvents to get the title compounds and N,N'-dimethyl thiourea.

Strong hydrogen bond-mediated complexation of H2PO4- by neutral bis-thiourea hosts

Buehlmann, Philippe,Nishizawa, Seiichi,Xiao, Kang Ping,Umezawa, Yoshio

, p. 1647 - 1654 (2007/10/03)

Highly preorganized bis-thiourea receptors based on a xanthene spacer selectively (H2PO4- > CH3COO- > Cl-) bind dihydrogenphosphate via multitopic hydrogen bonding, giving stronger complexes with H2PO4- than any synthetic neutral receptor known so far. The high complexation strengths are rationalized by the hydrogen bond donor strength of the thiourea groups and by host preorganization. The hydrogen bond acceptor strengths of the guest anions and, for small ions, guest solvation explain the observed selectivity of complexation in dimethyl sulfoxide (DMSO).

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