6-Chloro-2-benzothiazolamine → 2-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl ester

HRID 410747

반응식

HRID 410747 반응식
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH3:11])=[C:6]([NH2:12])[CH:5]=1.[NH2:14][C:15]1[S:16][C:17]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:18]=2[N:19]=1.[C:25](N1C=CN=C1)(N1C=CN=C1)=S>C(Cl)CCl>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[N:10]([CH3:25])[C:11]([NH:14][C:15]3[S:16][C:17]4[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:18]=4[N:19]=3)=[N:12][C:6]=2[CH:5]=1)=[O:13]

참가 물질

5

반응물 3

HCID 72266-Chloro-2-benzothiazolamineHCID 802641,1'-ThiocarbonyldiimidazoleHCID 15586064Methyl 3-amino-4-(methylamino)benzoate

생성물 1

HCID 583975542-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl ester수율 75%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

2-(6-Chloro-benzothiazol-2-ylamino)-1-methyl-1H-benzoimidazole-5-carboxylic acid methyl ester (842 mg) was prepared by following General Procedure D starting from 3-amino-4-methylamino-benzoic acid methyl ester (650 mg), 2-amino-6-chloro-benzothiazole (556 mg), 1,1′-thiocarbonyldiimidazole (715 mg), and EDC (865 mg). LC/MS: m/z 373.7. 1H NMR (DMSO-d6, 400 MHz): δ 12.39 (bs, 1H), 8.19 (s, 1H), 7.92 (s, 1H), 7.84 (s, 1H), 7.64 (s, 1H), 7.50 (d, 1H), 7.38 (d, 1H), 3.86 (s, 3H), 3.62 (bs, 3H).

출처 및 근거

ORD 기록
ord-43c9dbbd068d4211a01887a7c84e17f9
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759535B2

연결된 노트

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