7334-51-2|N,N,N′,N′-Tetramethylbutanediamide| Ambeed

CAS No. :	7334-51-2
Formula :	C₈H₁₆N₂O₂
M.W :	172.22
SMILES Code :	O=C(N(C)C)CCC(N(C)C)=O
MDL No. :	MFCD00040478
InChI Key :	RCWUFNWXCIKHPC-UHFFFAOYSA-N
Pubchem ID :	23752

Safety of [ 7334-51-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 7334-51-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 7334-51-2 ]

[ 7334-51-2 ] Synthesis Path-Downstream 1~55

1
[ 543-20-4 ]
[ 124-40-3 ]
[ 7334-51-2 ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 4524 - 4529.
[2]European Journal of Inorganic Chemistry,2004,p. 2260 - 2265.
[3]Journal of Organic Chemistry,2015,vol. 80,p. 10049 - 10059.
[4]Recueil des Travaux Chimiques des Pays-Bas,1885,vol. 4,p. 199.
[5]Marine Drugs,2013,vol. 11,p. 643 - 654.

2
[ 110-15-6 ]
[ 124-40-3 ]
[ 7334-51-2 ]

References: [1]Patent: US1986854,1931,A .

3
[ 108-30-5 ]
[ 680-31-9 ]
[ 7334-51-2 ]

References: [1]Synthesis,1972,p. 634 - 635.

4
[ 110-15-6 ]
[ 33513-42-7 ]
[ 7334-51-2 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 3179 - 3189.
[2]Monatshefte fur Chemie,1968,vol. 99,p. 1799 - 1807.

5
[ 62-53-3 ]
[ 7334-51-2 ]
[ 111063-55-9 ]

References: [1]Chemische Berichte,1961,vol. 94,p. 2278 - 2295.

6
[ 77-78-1 ]
[ 7334-51-2 ]
Bernstein-N.N-dimethylamid-<N'.N'-dimethyl-imidiumsaeuremethylester-methylsulfat> [ No CAS ]

References: [1]Chemische Berichte,1964,vol. 97,p. 3076 - 3080.

7
[ 30891-34-0 ]
[ 74-89-5 ]
[ 7334-51-2 ]

References: [1]Zeitschrift fur Chemie,1970,vol. 10,p. 141.

8
[ 2786-02-9 ]
[ 7334-51-2 ]
[ 22111-14-4 ]

References: [1]Synthetic Communications,1989,vol. 19,p. 787 - 792.

9
[ 2786-07-4 ]
[ 7334-51-2 ]
[ 13669-05-1 ]

References: [1]Synthetic Communications,1989,vol. 19,p. 787 - 792.

10
[ 5905-00-0 ]
[ 7334-51-2 ]
[ 125263-13-0 ]

References: [1]Synthetic Communications,1989,vol. 19,p. 787 - 792.

11
[ 29786-93-4 ]
[ 7334-51-2 ]
[ 15982-65-7 ]

References: [1]Synthetic Communications,1989,vol. 19,p. 787 - 792.

12
[ 62889-09-2 ]
[ 7334-51-2 ]
[ 125263-14-1 ]

References: [1]Synthetic Communications,1989,vol. 19,p. 787 - 792.

13
[ 358-23-6 ]
[ 7334-51-2 ]
C₈H₁₆N₂O⁽²⁺⁾*2CF₃O₃S^(1-) [ No CAS ]

References: [1]Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry,1985,vol. 39,p. 505 - 506.

14
[ 64670-05-9 ]
[ 7334-51-2 ]
[ 100420-08-4 ]

References: [1]Tetrahedron,1988,vol. 44,p. 4767 - 4776.
[2]Tetrahedron,1988,vol. 44,p. 4767 - 4776.
[3]Chemistry Letters,1985,p. 1145 - 1148.

15
phenyl lithium-lithium bromide complex [ No CAS ]
[ 7334-51-2 ]
[ 495-71-6 ]

References: [1]Synthetic Communications,1989,vol. 19,p. 787 - 792.

16
[ 7334-51-2 ]
C₈H₁₄N₂O₂^(2-)*2Li⁽¹⁺⁾ [ No CAS ]

References: [1]Tetrahedron Letters,1982,vol. 23,p. 3971 - 3974.

17
[ 7334-51-2 ]
1,4-bis(dimethylamino)butane-1,1,4,4-d4 [ No CAS ]

References: [1]Journal of the American Chemical Society,1993,vol. 115,p. 12117 - 12124.

18
[ 534-22-5 ]
[ 7334-51-2 ]
1,4-Bis-(5-methyl-furan-2-yl)-butane-1,4-dione [ No CAS ]

References: [1]Journal of Organic Chemistry,1998,vol. 63,p. 5324 - 5331.

19
[ 554-14-3 ]
[ 7334-51-2 ]
[ 212116-54-6 ]

References: [1]Journal of Organic Chemistry,1998,vol. 63,p. 5324 - 5331.

20
[ 59473-45-9 ]
[ 7334-51-2 ]
[ 27686-42-6 ]
[ 222312-71-2 ]
threo-2,3-bis(2-iodobenzyl-N,N,N',N'-tetramethylbutanediamide) [ No CAS ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

21
[ 59473-45-9 ]
[ 7334-51-2 ]
3-(N,N-dimethylcarboxamido)-4-(2-iodophenyl)butanamide [ No CAS ]
[ 222312-71-2 ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

22
[ 100-44-7 ]
[ 7334-51-2 ]
[ 222312-73-4 ]
[ 222312-71-2 ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

23
[ 99848-41-6 ]
[ 7334-51-2 ]
2-(2-iodo3-methylbenzyl)-N,N,N',N'-tetramethylbutanediamide [ No CAS ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

25
[ 7697-37-2 ]
[ 7334-51-2 ]
[ 4164-28-7 ]
[ 110-15-6 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1885,vol. 4,p. 199.

Yield	Reaction Conditions	Operation in experiment
70.2%		EXAMPLE 7 Preparation of N,N,N',N'-tetramethylsuccinic diamide Forty-three and one half (43.5) grams (0.25 mol) of diethylsucciniate and 67.1 grams (0.5 mol) of DM-CARB were mixed in rocker bomb and the mixture was heated at 150 C. for five hours. Reaction work-up as usual yielded 70.2 percent of N,N,N',N'-tetramethylsuccinic diamide.
		EXAMPLE 5 Preparation of N,N,N',N'-tetramethylsuccinic diamide Fifty grams (0.42 mol) of succinic acid and 100 grams (0.75 mol) of DM-CARB were mixed directly in a rocker bomb and the mixture heated at 150 C. for 15 hours. Gas chromatography of reaction mixture indicated a 92 percent conversion. Distillation gave 48.5 grams (67.1 percent) yield of N,N,N',N'-tetramethylsuccinic diamide b.pt 115-122 C./0.06-0.77 mm Hg. Several of the reactions of esters and DM-CARB were carried out under atmospheric pressure. Reactions carried under pressure were mixed directly in the vessel.

27
dimethylamine succinate [ No CAS ]
[ 7334-51-2 ]

References: [1]Collection of Czechoslovak Chemical Communications,1930,vol. 2,p. 715.

28
[ 7334-51-2 ]
[ 725714-50-1 ]
C₃₀H₂₆N₆S₄*C₈H₁₆N₂O₂ [ No CAS ]

References: [1]Tetrahedron Letters,2004,vol. 45,p. 4603 - 4606.

29
[ 7334-51-2 ]
[ 4984-82-1 ]
[ 765310-16-5 ]

References: [1]European Journal of Inorganic Chemistry,2004,p. 2260 - 2265.

30
[ 109-04-6 ]
[ 7334-51-2 ]
[ 37709-53-8 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 3179 - 3189.

31
[ 603-76-9 ]
[ 7334-51-2 ]
1,4-bis(1-methyl-1H-indole-3-yl)butane-1,4-dione [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 4524 - 4529.
[2]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2342 - 2346.
[3]Marine Drugs,2013,vol. 11,p. 643 - 654.
[4]Bioorganic and Medicinal Chemistry Letters,2021,vol. 41.

32
[ 27816-53-1 ]
[ 7334-51-2 ]
1,4-bis(1,5-dimethyl-1H-indole-3-yl)butane-1,4-dione [ No CAS ]

33
[ 2521-13-3 ]
[ 7334-51-2 ]
[ 937803-75-3 ]

34
[ 112398-75-1 ]
[ 7334-51-2 ]
[ 937803-76-4 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 2342 - 2346.
[2]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 4524 - 4529.
[3]Marine Drugs,2013,vol. 11,p. 643 - 654.
[4]Bioorganic and Medicinal Chemistry Letters,2021,vol. 41.

35
[ 10075-52-2 ]
[ 7334-51-2 ]
[ 937803-77-5 ]

36
[ 7334-51-2 ]
C₁₅H₁₉⁽²⁾HN₂O₂ [ No CAS ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.
[2]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.
[3]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

37
[ 7334-51-2 ]
2-benzyl-3-methyl-N,N,N',N'-tetramethylbutanediamide [ No CAS ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

38
[ 7334-51-2 ]
2-benzyl-3-methyl-N,N,N',N'-tetramethylbutanediamide [ No CAS ]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 1543 - 1553.

39
[ 7334-51-2 ]
[ 84355-31-7 ]

References: [1]Tetrahedron Letters,1982,vol. 23,p. 3971 - 3974.

40
[ 7334-51-2 ]
[ 84355-34-0 ]

References: [1]Tetrahedron Letters,1982,vol. 23,p. 3971 - 3974.

41
[ 7334-51-2 ]
2,3-Dibenzyl-N,N,N',N'-tetramethyl-succinamide [ No CAS ]

References: [1]Tetrahedron Letters,1982,vol. 23,p. 3971 - 3974.

42
[ 7334-51-2 ]
2,3-Dibenzyl-N,N,N',N'-tetramethyl-succinamide [ No CAS ]

References: [1]Tetrahedron Letters,1982,vol. 23,p. 3971 - 3974.

43
[ 108-30-5 ]
[ 7334-51-2 ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 1 Preparation of N,N,N',N'-tetramethylsuccinic diamide One hundred grams (1.0 mol) of succinic anhydride was placed into a 500 ml, three-necked flask fitted with a reflux condenser, magnetic stirrer and a dropping funnel. After nitrogen flushing 147.6 grams (1.1 mol) of DM-CARB was added drop-wise and the mixture was stirred until homogeneous. The liquid was then transferred into an autoclave and heated at 150 C./190 psi for three hours. Distillation of the reaction mixture gave the following fractions:

References: [1]Patent: US4379928,1983,A .

44
manganese(II) perchlorate hexahydrate [ No CAS ]
[ 7334-51-2 ]
Mn(C₈H₁₆N₂O₂)3⁽²⁺⁾*2ClO₄^(1-)={Mn(C₈H₁₆N₂O₂)3}(ClO₄)2 [ No CAS ]

References: [1]Inorganic Chemistry,1966,vol. 5,p. 689 - 692.

45
neodymium(III) perchlorate [ No CAS ]
[ 7334-51-2 ]
Nd((CH₃)2NCOCH₂CH₂CON(CH₃)2)4⁽³⁺⁾*3ClO₄^(1-)=Nd((CH₃)2NCOCH₂CH₂CON(CH₃)2)4(ClO₄)3 [ No CAS ]