1,3-ジメチルバルビツル酸

Dimethylbarbituric acid

HCID 69860CAS 769-42-6

基本情報

標準SMILES
CN1C(=O)CC(=O)N(C)C1=O
InChIKey
VVSASNKOFCZVES-UHFFFAOYSA-N
分子式
C6H8N2O3
平均分子量
156.14 g/mol
単同位体質量
156.05349212

名称と識別子

優先名称
Dimethylbarbituric acid
IUPAC
1,3-dimethyl-1,3-diazinane-2,4,6-trione
現地名
1,3-ジメチルバルビツル酸
英語名
1,3-Dimethylbarbituric acid
分子式
C6H8N2O3
分子量
156.14

名称と別名

1,3-Dimethylbarbituric acid769-42-62,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-1,3-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrioneNSC-61918DTXSID00611158ZWY29H946RefChem:414691DTXCID8047927212-211-7Dimethylbarbituric acid1,3-dimethyl-1,3-diazinane-2,4,6-trione
名称をさらに表示
1,3-ジメチルバルビツル酸1,3-ジメチルピリミジン-2,4,6(1H,3H,5H)-トリオン1,3-ジメチル-2,4,6(1H,3H,5H)-ピリミジントリオン1,3-ジメチルヘキサヒドロピリミジン-2,4,6-トリオン1,3-ジメチルピリミジン-2,4,6(1H,2H,5H)-トリオン1,3-ジメチルハルビツール酸ヘキサヒドロ-1,3-ジメチルピリミジン-2,4,6-トリオン1,3-ジメチルバルビツール酸1,3-ジメチルバルビツール酸, 99%1,3-Dimethylbarbituric1,3-Dimethylhexahydropyrimidine-2,4,6-trione1,3-DiMethyl-6(1HAKOS B029702
1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trioneN,N'-Dimethylbarbituric acidUrapidil Impurity 6Barbituric acid, 1,3-dimethyl-1,3-Dimethyl barbituric acidMFCD000066751,3-Dimethyl-2,4,6(1H,3H,5H)pyrimidinetrioneF0777-1614

データベース識別子

CAS
769-42-6
PubChem CID
69860
DTXSID
DTXSID0061115
UNII
8ZWY29H946
EC Number
212-211-7
Nikkaji
J135.896K

物性

構造計算による物性

XLogP
-0.8
極性表面積
57.7 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
0
重原子数
11

実験および物理化学的性質

DrugsDEA NFLIS-Drug Category -> Depressants and Tranquilizers

物理化学的性質

融点
121 · 121-123 °C (lit.) 121-123 °C
沸点
228.1 · 228.1±23.0 °C(Predicted)
比重(密度)
1.322 · 1.322±0.06 g/cm3(Predicted)
貯蔵温度
-20 °C · -20°C Freezer
溶解性
0.5 g/10mL · 熱湯:可溶0.5g/10mL 無色透明~微黄色
外見
結晶性粉末

化学的性質

化学的特性Yellow or brownish powder

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk
3
tsca
TSCA listed
hs_code
29339900
risk_code
22-41
hazard_code
Xn
safety_code
26-36/39

化学と産業

用途と製造

General Manufacturing Information2,4,6(1H,3H,5H)-Pyrimidinetrione, 1,3-dimethyl-: ACTIVE
応用分野 · 2 件

使用1,3-Dimethylbarbituric acid is used as a catalyst in the Knoevenagel condensation of a series of aromatic aldehydes. It is also used in the synthesis of 5-aryl-6-(alkyl- or aryl-amino)-1,3-dimethylfuro [2,3-d]pyrimidine derivatives and enantioselective synthesis of isochromene pyrimidinedione derivatives.

一般的な説明1,3-Dimethylbarbituric acid (1,3-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione) is an active methylene compound. It undergoes hollow Pd6 water-soluble cage, [{(tmen)Pd}6(timb)4](NO3)12 (tmen= N,N,N′,N′-tetramethylethylenediamine, timb=1,3,5-tris(1-imidazolyl)benzene)-catalyzed Knoevenagel condensation reaction with pyrene-1-carboxaldehyde. It undergoes self-sorted Pd7 molecular boat having an internal nanocavity (catalyst)-assisted Knoevenagel condensation reaction with various aromatic aldehydes. It has been synthesized by reacting 1,3-dimethylurea, malonic acid and acetic anhydride in acetic acid. It is widely used for the synthesis of various synthetic intermediates and heterocyclic compounds.

調製方法 · 1 件

純化方法Crystallise the acid from water and sublime it in a vacuum. Also purify it by dissolving 10g in 100mL of boiling CCl4/CHCl3 (8:2) (1g charcoal), filtering and cooling to 25o. Dry it in vacuo [Kohn et al. Anal Chem 58 3184 1986]. [Beilstein 24 III/IV 1875.]

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関連反応

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