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反応

Water → [5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-yl]-thiourea

HRID 1966255

印刷プレビュー

反応式

HRID 1966255 の反応式

[CH3:1][S:2]([C:5]1[CH:23]=[CH:22][C:8]([O:9][C:10]2[CH:11]=[C:12]([O:17][CH2:18][CH2:19][O:20][CH3:21])[C:13]([NH2:16])=[N:14][CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].C1N=C[N:26]([C:29](N2C=NC=C2)=[S:30])C=1.[NH4+].[OH-].O>C1COCC1>[CH3:1][S:2]([C:5]1[CH:23]=[CH:22][C:8]([O:9][C:10]2[CH:11]=[C:12]([O:17][CH2:18][CH2:19][O:20][CH3:21])[C:13]([NH:16][C:29]([NH2:26])=[S:30])=[N:14][CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 14923Ammonium Hydroxide

HCID 802641,1'-Thiocarbonyldiimidazole

HCID 674864395-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-ylamine

生成物 1

HCID 86644610[5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-yl]-thiourea収率 75%

試薬・触媒・溶媒 1

HCID 8028

Tetrahydrofuran

溶媒

実験手順

5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-ylamine (0.37 mmol) is dissolved in THF (5.5 ml) and 1,1-thiocarbonyldiimidazole (4 eq.) is added. The reaction solution is stirred 3 days. 32% NH4OH (20 eq.) is added and stirred 4 hours at room temperature. Water (150 ml) is added and extracted with dichloromethane. The combined organic layers are washed with brine and dried over MgSO4. The solvent is removed in vacuo. [5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)pyridine-2-yl]-thiourea is obtained as brown oil in a yield of 75%. HPLC (method C): 1.60 min; LC-MS (method A): 1.37 min, 398.15 (MH+).

後処理

stirringstirred 4 hours at room temperature
extractionextracted with dichloromethane
washThe combined organic layers are washed with brine
dry with materialdried over MgSO4
customThe solvent is removed in vacuo

出典と根拠

ORDレコード: ord-cd146b7cef6d4a36b01a504c39f80e08
出典データセット: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08420642B2

反応ノート

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