F0327-0028 → 2-Amino-6-methoxybenzothiazole

HRID 852929Notes

Reaction equation

HRID 852929 reaction equation
C(OC(=O)C1C=CC(NC([NH:14][C:15]2[S:16][C:17]3[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:18]=3[N:19]=2)=O)=CC=1)C.C(C1C=CC(C=CC(OC)=O)=CC=1)=O>>[NH2:14][C:15]1[S:16][C:17]2[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:18]=2[N:19]=1

Participants

3

Reactant 2

HCID 324531F0327-0028HCID 53401287Methyl 3-(4-formylphenyl)-2-propenoate

Product 1

HCID 156302-Amino-6-methoxybenzothiazoleYield 93%

Procedure

The title compound 162 was obtained following the procedure described in J. Med. Chem., 1979, 22 (1), 28-32, starting from 2-amino-6-methoxybenzothiazole (93% yield). 1H NMR: (DMSO-d6) δ (ppm): 9.63 (bs, 1H), 7.91 (d, J=8.4 Hz, 2H), 7.65 (d, J=8.0 Hz, 2H), 7.55-7.51 (m, 2H), 6.98 (d, J=8.8 Hz, 1H), 4.28 (q, J=6.8 Hz, 2H), 3.79 (s, 3H), 1.32 (t, J=7.2 Hz, 3H). m/z: 372.3 (MH+).

Sources & evidence

ORD record
ord-3a0f407bb7b94167bf32fdec29863372
Source dataset
uspto-grants-2007_08
Patent number
US07253204B2

Reaction notes

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