7-fluoro-6-isocyanato-4-propargyl-2H-1,4-benzoxazin-3(4H)-one → 5,8-dihydro-2-(6-fluoro-3-propargyl-2-benzothiazolon-5-yl)-1H-[1,2,4]triazolo-[1,2-a]pyridazine-1-thion-3(2H)-one

HRID 1086954Notes

Reaction equation

HRID 1086954 reaction equation
[F:1][C:2]1[C:14]([N:15]=[C:16]=[O:17])=[CH:13][C:5]2[N:6]([CH2:10][C:11]#[CH:12])[C:7](=[O:9])[S:8][C:4]=2[CH:3]=1.F[C:19]1[C:31](N=C=S)=[CH:30][C:22]2[N:23](CC#C)[C:24](=O)[S:25]C=2C=1.FC1C(N=C=O)=CC2[N:40](CC#C)C(=O)COC=2C=1>>[F:1][C:2]1[C:14]([N:15]2[C:24](=[S:25])[N:23]3[CH2:22][CH:30]=[CH:31][CH2:19][N:40]3[C:16]2=[O:17])=[CH:13][C:5]2[N:6]([CH2:10][C:11]#[CH:12])[C:7](=[O:9])[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 118174397-fluoro-6-isocyanato-4-propargyl-2H-1,4-benzoxazin-3(4H)-oneHCID 143064826-Fluoro-5-isocyanato-3-propargyl-2-benzothiazoloneHCID 143064836-Fluoro-5-isothiocyanato-3-propargyl-2-benzothiazolone

Product 1

HCID 148537255,8-dihydro-2-(6-fluoro-3-propargyl-2-benzothiazolon-5-yl)-1H-[1,2,4]triazolo-[1,2-a]pyridazine-1-thion-3(2H)-one

Procedure

In place of 6-fluoro-5-isocyanato-3-propargyl-2-benzothiazolone in the foregoing Example 1, use was made of 6-fluoro-5-isothiocyanato-3-propargyl-2-benzothiazolone and 7-fluoro-6-isocyanato-4-propargyl-4H-1,4-benzoxazin-3-one so as to obtain 5,8-dihydro-2-(6-fluoro-3-propargyl-2-benzothiazolon-5-yl)-1H-[1,2,4]triazolo-[1,2-a]pyridazine-1-thion-3(2H)-one and 5,8-dihydro-2-(7-fluoro-4-propargyl-4H-1,4-benzoxazin-3(4H)-on-6-yl)-1H-[1,2,4]triazolo-[1,2-a]pyridazine-1,3(2H)-dione, respectively.

Sources & evidence

ORD record
ord-1eba241fd1ea42899cea9bcde61ac577
Source dataset
uspto-grants-1991_07
Patent number
US05034051

Reaction notes

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